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(b) Ito, Y.; Terashima, S. In Studies in Natural Products Chemistry, Vol. 12; Atta-ur-Rahman, Ed.; Elsevier: 1993; pp. 145-177 (Chem. Abstr. 119:203186; this abstract was mis-indexed by Chemical Abstracts, and did not have the Registry number for 2 as an index term, making it difficult to locate).
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Ito, Y.1
Terashima, S.2
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0342901292
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(b) Ito, Y.; Terashima, S. In Studies in Natural Products Chemistry, Vol. 12; Atta-ur-Rahman, Ed.; Elsevier: 1993; pp. 145-177 (Chem. Abstr. 119:203186; this abstract was mis-indexed by Chemical Abstracts, and did not have the Registry number for 2 as an index term, making it difficult to locate).
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Chem. Abstr.
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9
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0342467018
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(a) Earliest Literature Ref: Oida, S. Recent Advances in Beta Lactam Antibiotics; Royal Society of Chemistry: London, 1981; pp 330-348.
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Oida, S.1
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10
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85010174894
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(b) This same work is presented in Yoshida, A.; Hayashi, T.; Takeda, N.; Oida, S.; Ohki, E. Chem. Pharm. Bull. 1981, 29, 2899-2909.
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Yoshida, A.1
Hayashi, T.2
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Oida, S.4
Ohki, E.5
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11
-
-
85031226557
-
-
U.S. Patent US 4395418, Jul. 26, 1983 (Derwent WPI 81-95037D)
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(c) Method B is disclosed in Ohki, E.; Oida, S.; Yoshida, A.; Hayashi, T.; Sugawara, S. U.S. Patent US 4395418, Jul. 26, 1983 (Derwent WPI 81-95037D).
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Ohki, E.1
Oida, S.2
Yoshida, A.3
Hayashi, T.4
Sugawara, S.5
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12
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0007623904
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(a) Hirai, K.; Iwano, Y.; Fujimoto, K. Heterocycles, 1982, 17, 201-207.
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Heterocycles
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Hirai, K.1
Iwano, Y.2
Fujimoto, K.3
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13
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0022653077
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(b) Fujimoto, K.; Iwano, Y.; Hirai, K.; Sugawara, S. Chem. Pharm. Bull. 1986, 34, 999-1014.
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Fujimoto, K.1
Iwano, Y.2
Hirai, K.3
Sugawara, S.4
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14
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-
0020517185
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-
Leanza, W.J.; DiNinno, F.; Muthard, D.A.; Wilkening, R.R.; Wildonger, K.J.; Ratcliffe, R.W.; Christensen, B.G. Tetrahedron, 1983, 39, 2505-2513.
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Tetrahedron
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Leanza, W.J.1
DiNinno, F.2
Muthard, D.A.3
Wilkening, R.R.4
Wildonger, K.J.5
Ratcliffe, R.W.6
Christensen, B.G.7
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15
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0343772179
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Goo, Y.M.; Lee, Y.B.; Kim, H.H.; Lee, Y.Y.; Lee, W.Y. Bull. Korean Chem. Soc. 1987, 8, 15-19.
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Bull. Korean Chem. Soc.
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Goo, Y.M.1
Lee, Y.B.2
Kim, H.H.3
Lee, Y.Y.4
Lee, W.Y.5
-
16
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0023630363
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(a) Martel, A.; Daris, J.-P.; Bachand, C.; Menard, M. Can. J. Chem. 1987, 65, 2179-2181.
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Can. J. Chem.
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Martel, A.1
Daris, J.-P.2
Bachand, C.3
Menard, M.4
-
17
-
-
85031222497
-
-
U.S. Patent US 4639335, Jan. 27, 1987 (Derwent WPI 85-258263)
-
(b) Compound claims for 12 and 13: Martel, A.; Daris, J.-P. U.S. Patent US 4639335, Jan. 27, 1987 (Derwent WPI 85-258263).
-
-
-
Martel, A.1
Daris, J.-P.2
-
18
-
-
85031228584
-
-
U.S. Patent US 4596677, Jun. 24, 1986 (Derwent WPI 85-258263)
-
(c) Process claims for 11→12→13: Martel, A.; Daris, J.-P. U.S. Patent US 4596677, Jun. 24, 1986 (Derwent WPI 85-258263).
-
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Martel, A.1
Daris, J.-P.2
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20
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85031213909
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Eur. Patent Appl. EP 78026, May 4, 1983 (Derwent WPI 83-4632K)
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(b) Grabowski, E.J.J.; Reider, P.J. Eur. Patent Appl. EP 78026, May 4, 1983 (Derwent WPI 83-4632K).
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Grabowski, E.J.J.1
Reider, P.J.2
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21
-
-
85031212912
-
-
note
-
For stereospecific reduction of C-3 ethyl ketones to the (R)-alcohol see refs. 12, 17, 19, 71.
-
-
-
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22
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0026069534
-
-
(a) Mori, M.; Kagechika, K.; Sasai, H.; Shibasaki, M. Tetrahedron 1991, 47, 531-540.
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(1991)
Tetrahedron
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Mori, M.1
Kagechika, K.2
Sasai, H.3
Shibasaki, M.4
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23
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0023858006
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(b) Preliminary report: Mori, M.; Kagechika, K.; Tohjima, K.; Shibasaki, M. Tetrahedron Lett. 1988, 29, 1409-1412.
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(1988)
Tetrahedron Lett.
, vol.29
, pp. 1409-1412
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Mori, M.1
Kagechika, K.2
Tohjima, K.3
Shibasaki, M.4
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24
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0021930184
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(a) Cainelli, G., Contento, M.; Giacomini, D.; Panunzio, M. Tetrahedron Lett. 1985, 26, 937-940.
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Tetrahedron Lett.
, vol.26
, pp. 937-940
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Cainelli, G.1
Contento, M.2
Giacomini, D.3
Panunzio, M.4
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25
-
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85031229181
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U.K. Patent Appl. GB 2162840, Feb. 12, 1986 (process claims)
-
(b) Cainelli, G.; Contento, M.; Giacomini, D.; Panunzio, M.; Franceschi, G. U.K. Patent Appl. GB 2162840, Feb. 12, 1986 (process claims).
-
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Cainelli, G.1
Contento, M.2
Giacomini, D.3
Panunzio, M.4
Franceschi, G.5
-
26
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0023149442
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Georg, G.I.; Kant, J.; Gill, H.S. J. Am. Chem. Soc. 1987, 109, 1129-1135.
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J. Am. Chem. Soc.
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Georg, G.I.1
Kant, J.2
Gill, H.S.3
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30
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85031230895
-
-
Eur. Patent Appl. EP 171064, Feb. 12, 1986 (Derwent WPI 86-043612)
-
(d) Chiba, T.; Nakai, T. Eur. Patent Appl. EP 171064, Feb. 12, 1986 (Derwent WPI 86-043612).
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Chiba, T.1
Nakai, T.2
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31
-
-
85031218900
-
-
Jap. Patent Appl. JP 06009551, Jan. 18, 1994 (Derwent WPI 94-086056)
-
3, without the use of peroxidic reagents, for the Baeyer-Villiger type oxidation of e.g., 41→1 (cf. Scheme 9) in quantitative yield: Murahashi, S.; Oda, Y. Jap. Patent Appl. JP 06009551, Jan. 18, 1994 (Derwent WPI 94-086056).
-
-
-
Murahashi, S.1
Oda, Y.2
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32
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0024463710
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-
(a) Ito, Y.; Kobayashi, Y.; Kawabata, T.; Takase, M.; Terashima, S. Tetrahedron 1989, 45, 5767-5790.
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(1989)
Tetrahedron
, vol.45
, pp. 5767-5790
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-
Ito, Y.1
Kobayashi, Y.2
Kawabata, T.3
Takase, M.4
Terashima, S.5
-
33
-
-
85031217261
-
-
Jap. Patent Appl. JP 01216965, Aug. 30, 1989 (Derwent WPI 89-295763)
-
(b) 46→47: Jap. Patent Appl. JP 01216965, Aug. 30, 1989 (Derwent WPI 89-295763).
-
-
-
-
34
-
-
85031228999
-
-
Jap. Patent Appl. JP 01101084, Apr. 19, 1989 (Derwent WPI 89-160824)
-
(c) The Sagami group has also published an alternative method for reducing the C-3 side chain ketone selectively to the (R)-hydroxyethyl (i.e., 52a→53), using an amino alkoxy borane: Jap. Patent Appl. JP 01101084, Apr. 19, 1989 (Derwent WPI 89-160824).
-
-
-
-
35
-
-
85031234330
-
-
Jap. Patent Appl. JP 0121698, Aug. 30, 1989 (Derwent WPI 89-295765)
-
(d) Process 54→55: Jap. Patent Appl. JP 0121698, Aug. 30, 1989 (Derwent WPI 89-295765).
-
-
-
-
36
-
-
85031211952
-
-
Jap. Patent Appl. JP 01246255, Oct. 2, 1989 (Derwent WPI 89-329485)
-
(e) Process 41→1: Jap. Patent Appl. JP 01246255, Oct. 2, 1989 (Derwent WPI 89-329485).
-
-
-
-
37
-
-
85031216929
-
-
Eur. Patent Appl. EP 271586, Jun. 22, 1986 (Derwent WPI 87-362699)
-
(f) Preparation of 52: Terashima, S. Eur. Patent Appl. EP 271586, Jun. 22, 1986 (Derwent WPI 87-362699).
-
-
-
Terashima, S.1
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38
-
-
85031212290
-
-
U.K. Patent Appl. GB 2144419, Mar. 3, 1985 (Derwent WPI 85-038254)
-
Colombo, M.; Crugnola, A.; Franceschi, G.; Lombardi, P. U.K. Patent Appl. GB 2144419, Mar. 3, 1985 (Derwent WPI 85-038254).
-
-
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Colombo, M.1
Crugnola, A.2
Franceschi, G.3
Lombardi, P.4
-
39
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0026513813
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(a) Kobayashi, Y.; Ito, Y.; Terashima, S. Tetrahedron, 1992, 48, 55-66.
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(1992)
Tetrahedron
, vol.48
, pp. 55-66
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Kobayashi, Y.1
Ito, Y.2
Terashima, S.3
-
40
-
-
85031229006
-
-
Jap. Patent Appl. JP 02172985, Jul. 4, 1990 (Derwent WPI 90-249735)
-
(b) Process 53→54, Jap. Patent Appl. JP 02172985, Jul. 4, 1990 (Derwent WPI 90-249735).
-
-
-
-
41
-
-
85031220135
-
-
Jap. Patent Appl. JP 02172970, Jul. 4, 1990 (Derwent WPI 90-249731)
-
(c) Process 59→62, Jap. Patent Appl. JP 02172970, Jul. 4, 1990 (Derwent WPI 90-249731).
-
-
-
-
42
-
-
0025855917
-
-
(a) Nakatsuka, T.; Iwata, H.; Tanaka, R.; Imajo, S.; Ishiguro, M. J. Chem. Soc. Chem. Commun. 1991, 662-664.
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J. Chem. Soc. Chem. Commun.
, pp. 662-664
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Nakatsuka, T.1
Iwata, H.2
Tanaka, R.3
Imajo, S.4
Ishiguro, M.5
-
43
-
-
85031214718
-
-
U.S. Patent US 5026844, Jun. 25, 1991 (also Eur. Patent Appl. EP 372699, Jun. 13, 1990; Derwent WPI 90-180500 and 90-171690)
-
(b) Patent: Ishiguro, M.; Iwata, H.; Nakatsuka, T.; Yamada, Y. U.S. Patent US 5026844, Jun. 25, 1991 (also Eur. Patent Appl. EP 372699, Jun. 13, 1990; Derwent WPI 90-180500 and 90-171690).
-
-
-
Ishiguro, M.1
Iwata, H.2
Nakatsuka, T.3
Yamada, Y.4
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44
-
-
85031232229
-
-
Suntory, Ltd. Jap. Patent Appl. JP 06135928, May 17, 1994. (Derwent WPI 94-197055)
-
(a) Suntory, Ltd. Jap. Patent Appl. JP 06135928, May 17, 1994. (Derwent WPI 94-197055)
-
-
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45
-
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85031232649
-
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Suntory, Ltd. Jap. Patent Appl. JP 06135929, May 17, 1994. (Derwent WPI 94-197056)
-
(b). Suntory, Ltd. Jap. Patent Appl. JP 06135929, May 17, 1994. (Derwent WPI 94-197056).
-
-
-
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46
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0025315013
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(a) Kita, Y.; Shibata, N.; Miki, T.; Takemura, Y.; Tamura, O. J. Chem. Soc., Chem. Comm. 1990, 727-729.
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(1990)
J. Chem. Soc., Chem. Comm.
, pp. 727-729
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Kita, Y.1
Shibata, N.2
Miki, T.3
Takemura, Y.4
Tamura, O.5
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47
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0026649209
-
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(b) Kita, Y.; Shibata, N.; Yoshida, N.; Tohjo, T. Chem. Pharm. Bull. 1992, 40, 1733-1736.
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(1992)
Chem. Pharm. Bull.
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, pp. 1733-1736
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Kita, Y.1
Shibata, N.2
Yoshida, N.3
Tohjo, T.4
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48
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0025861241
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Sunagawa, M.; Matsumua, H.; Enaomoto, M.; Inoue, T.; Sasaki, A. Chem. Pharm. Bull. 1991, 39, 1931-1938.
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Chem. Pharm. Bull.
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Sunagawa, M.1
Matsumua, H.2
Enaomoto, M.3
Inoue, T.4
Sasaki, A.5
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49
-
-
85031230345
-
-
U.S. Patent US 4861877, Aug. 29, 1989
-
Three related United States Patents (all in Derwent WPI 87-207559): (a) Process claims for 99→1: Ohashi, T.; Kan, K.; Ueyama, N.; Sada, I.; Miyama, A.; Watanabe, K. U.S. Patent US 4861877, Aug. 29, 1989.
-
-
-
Ohashi, T.1
Kan, K.2
Ueyama, N.3
Sada, I.4
Miyama, A.5
Watanabe, K.6
-
50
-
-
85031217885
-
-
U.S. Patent US 4791198, Dec. 13, 1988
-
(b) Compound claims for 99: Ohashi, T.; Kan, K.; Ueyama, N.; Sada, I.; Miyama, A.; Watanabe, K. U.S. Patent US 4791198, Dec. 13, 1988.
-
-
-
Ohashi, T.1
Kan, K.2
Ueyama, N.3
Sada, I.4
Miyama, A.5
Watanabe, K.6
-
51
-
-
85031217817
-
-
U.S. Patent US 5061817, Oct. 29, 1991.
-
(c) Compound claims for 98: Ohashi, T.; Kan, K.; Ueyama, N.; Sada, I.; Miyama, A.; Watanabe, K. U.S. Patent US 5061817, Oct. 29, 1991.
-
-
-
Ohashi, T.1
Kan, K.2
Ueyama, N.3
Sada, I.4
Miyama, A.5
Watanabe, K.6
-
52
-
-
85031233066
-
-
Eur. Patent Appl. EP 167154, Jan. 8, 1986 (Derwent WPI 86-009134); Eur. Patent Appl. EP 167155, Jan. 8, 1986 (Derwent WPI 86-009135); Eur. Patent Appl. EP 230248, Jul. 29, 1987 (Derwent WPI 87-207559)
-
Related European Patents: (d) Eur. Patent Appl. EP 167154, Jan. 8, 1986 (Derwent WPI 86-009134); Eur. Patent Appl. EP 167155, Jan. 8, 1986 (Derwent WPI 86-009135); Eur. Patent Appl. EP 230248, Jul. 29, 1987 (Derwent WPI 87-207559).
-
-
-
-
53
-
-
85031221253
-
-
Jap. Patent Appl. JP 62195359, Aug. 28, 1987 (Derwent WPI 87-280994)
-
(e) Jap. Patent Appl. JP 62195359, Aug. 28, 1987 (Derwent WPI 87-280994).
-
-
-
-
54
-
-
85031220025
-
-
Jap. Patent Appl. JP 62084057, Apr. 17, 1987 (Derwent WPI 87-146837)
-
(f) Jap. Patent Appl. JP 62084057, Apr. 17, 1987 (Derwent WPI 87-146837).
-
-
-
-
55
-
-
85031229794
-
-
Eur. Patent Appl. EP 280962, Sep. 7, 1988 (Derwent WPI 88-251568)
-
(g) Eur. Patent Appl. EP 280962, Sep. 7, 1988 (Derwent WPI 88-251568).
-
-
-
-
56
-
-
85031224041
-
-
Eur. Patent Appl. EP 247378, Dec. 2, 1987 (Derwent WPI 87-336102)
-
(h) Eur. Patent Appl. EP 247378, Dec. 2, 1987 (Derwent WPI 87-336102).
-
-
-
-
57
-
-
85031227297
-
-
Eur. Patent Appl. EP 247378, Dec. 2, 1987 (also U.S. Patent US 4914200, Apr. 3, 1990; Derwent WPI 87-336102)
-
(i) Process claims for 100→1: Kan, K.; Ueyama, N.; Sada, I.; Ohashi, T.; Watanabe, K. Eur. Patent Appl. EP 247378, Dec. 2, 1987 (also U.S. Patent US 4914200, Apr. 3, 1990; Derwent WPI 87-336102).
-
-
-
Kan, K.1
Ueyama, N.2
Sada, I.3
Ohashi, T.4
Watanabe, K.5
-
58
-
-
85031217391
-
-
Jap. Patent Appl. JP 02076888, Mar. 14, 1990 (Derwent WPI 90-128349)
-
(j) Compound claims for 100: Jap. Patent Appl. JP 02076888, Mar. 14, 1990 (Derwent WPI 90-128349).
-
-
-
-
59
-
-
0020507967
-
-
(a) Shiozaki, M.; Ishida, N.; Maruyama, H.; Hiraoka, T. Tetrahedron 1983, 39, 2399-2407.
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(1983)
Tetrahedron
, vol.39
, pp. 2399-2407
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Shiozaki, M.1
Ishida, N.2
Maruyama, H.3
Hiraoka, T.4
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60
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-
0021154272
-
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(b) Shiozaki, M.; Ishida, N.; Hiraoka, T.; Maruyama, H. Tetrahedron 1984, 40, 1795-1802.
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(1984)
Tetrahedron
, vol.40
, pp. 1795-1802
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Shiozaki, M.1
Ishida, N.2
Hiraoka, T.3
Maruyama, H.4
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61
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0022371282
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(c) Maruyama, H.; Shiozaki, M.; Hiraoka, T. Chem. Pharm. Bull. 1985, 58, 3264-3270.
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(1985)
Chem. Pharm. Bull.
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Maruyama, H.1
Shiozaki, M.2
Hiraoka, T.3
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62
-
-
85031226301
-
-
Nippon Soda KK, Jap. Patent Appl. JP 03223246, Oct. 2, 1991 (Derwent WPI 91-335113)
-
Nippon Soda KK, Jap. Patent Appl. JP 03223246, Oct. 2, 1991 (Derwent WPI 91-335113).
-
-
-
-
63
-
-
85031216650
-
-
Jap. Patent Appl. JP 63045250, Feb. 26, 1988 (Derwent WPI 88-095019)
-
The chemistry of Sankyo from Scheme 16 is also disclosed in the Japanese patent literature, (a) Structures 103 and 106: Jap. Patent Appl. JP 63045250, Feb. 26, 1988 (Derwent WPI 88-095019).
-
-
-
-
64
-
-
85031214606
-
-
Jap. Patent Appl. JP 56142259, June 11, 1981 (Derwent WPI 81-93778D)
-
(b) Process for 102→103: Jap. Patent Appl. JP 56142259, June 11, 1981 (Derwent WPI 81-93778D).
-
-
-
-
65
-
-
85031230775
-
-
Jap. Patent Appl. JP 63045251, Feb. 26, 1988 (Derwent WPI 88-095020)
-
(c) Process for 45→105 and 109→1: Jap. Patent Appl. JP 63045251, Feb. 26, 1988 (Derwent WPI 88-095020).
-
-
-
-
66
-
-
85031214092
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160 is adapted from refs. 48a and 35.
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Eur. Patent Appl. EP 239853, Oct. 7, 1987 (Fujisawa) (Derwent WPI 87-279240)
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Patents: (b) the overall process is claimed in U.S. Patent US 4595750, Jun. 17, 1986 (Derwent WPI 86-176238);
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125
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128
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85031221688
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The Fuentes (Merck) and Meyers (Colorado State) groups both reported that the α-methyl isomer of 2 did not cyclize efficiently to the carbapenem nucleus (refs. 56 and 66).
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