-
4
-
-
4344714661
-
-
(a) Chen, X.; Zhou, W.; Schinazi, R. F.; Chu, C. K. J. Org. Chem. 2004, 69, 6034.
-
(2004)
J. Org. Chem
, vol.69
, pp. 6034
-
-
Chen, X.1
Zhou, W.2
Schinazi, R.F.3
Chu, C.K.4
-
5
-
-
0034676266
-
-
(b) Ohrui, H.; Kohgo, S.; Kitano, K.; Sakata, S.; Kodama, E.; Yoshimura, K.; Matsuoka, M.; Shiro, S.; Mitsuya, H. J. Med Chem. 2000, 43, 4516.
-
(2000)
J. Med Chem
, vol.43
, pp. 4516
-
-
Ohrui, H.1
Kohgo, S.2
Kitano, K.3
Sakata, S.4
Kodama, E.5
Yoshimura, K.6
Matsuoka, M.7
Shiro, S.8
Mitsuya, H.9
-
6
-
-
33846139972
-
-
(c) Yoshimura, Y.; Asami, K.; Matsui, H.; Tanaka, H.; Takahata, H. Org. Lett. 2006, 8, 6015.
-
(2006)
Org. Lett
, vol.8
, pp. 6015
-
-
Yoshimura, Y.1
Asami, K.2
Matsui, H.3
Tanaka, H.4
Takahata, H.5
-
7
-
-
0018331237
-
-
(a) Watanabe, K. A.; Reichman, U.; Hirota, K.; Lopez, C.; Fox, J. J. J. Med. Chem. 1979, 22, 21.
-
(1979)
J. Med. Chem
, vol.22
, pp. 21
-
-
Watanabe, K.A.1
Reichman, U.2
Hirota, K.3
Lopez, C.4
Fox, J.J.5
-
8
-
-
0023935362
-
-
(b) Hertel, L. W.; Kroin, J. S.; Misner, J. W.; Tustin, J. M. J. Org. Chem. 1988, 53, 2406.
-
(1988)
J. Org. Chem
, vol.53
, pp. 2406
-
-
Hertel, L.W.1
Kroin, J.S.2
Misner, J.W.3
Tustin, J.M.4
-
9
-
-
0025218997
-
-
(c) Marquez, V. E.; Tseng, C. K.-H.; Mitsuya, H.; Aoki, S.; Kelley, J. A.; Ford, H. Jr.; Driscoll, J. S. J. Med. Chem. 1990, 33, 978.
-
(1990)
J. Med. Chem
, vol.33
, pp. 978
-
-
Marquez, V.E.1
Tseng, C.K.-H.2
Mitsuya, H.3
Aoki, S.4
Kelley, J.A.5
Ford Jr., H.6
Driscoll, J.S.7
-
10
-
-
0030045732
-
-
(d) Pai, S. B.; Liu, S.-H.; Zhu, Y.-L.; Chu, C. K.; Cheng, Y.-C. Antimicrob. Agents Chemother. 1996, 40, 380.
-
(1996)
Antimicrob. Agents Chemother
, vol.40
, pp. 380
-
-
Pai, S.B.1
Liu, S.-H.2
Zhu, Y.-L.3
Chu, C.K.4
Cheng, Y.-C.5
-
11
-
-
0034675036
-
-
(e) Chun, B. K.; Schinazi, R. F.; Cheng, Y.-C.; Chu, C. K. Carbohydr. Res. 2000, 328, 49.
-
(2000)
Carbohydr. Res
, vol.328
, pp. 49
-
-
Chun, B.K.1
Schinazi, R.F.2
Cheng, Y.-C.3
Chu, C.K.4
-
12
-
-
0027931662
-
-
(a) Agrofoglio, L.; Suhas, E.; Farese, A.; Condom, R.; Guedj, R. Tetrahedron 1994, 50, 10611.
-
(1994)
Tetrahedron
, vol.50
, pp. 10611
-
-
Agrofoglio, L.1
Suhas, E.2
Farese, A.3
Condom, R.4
Guedj, R.5
-
16
-
-
0031944616
-
-
(c) Graul, A.; Rabasseda, X.; Castaner, J. Drugs Future 1998, 23, 133.
-
(1998)
Drugs Future
, vol.23
, pp. 133
-
-
Graul, A.1
Rabasseda, X.2
Castaner, J.3
-
17
-
-
0026083109
-
-
(a) Minakawa, N.; Takeda, T.; Sasaki, T.; Matasuda, A.; Ueda, T. J. Med. Chem. 1991, 34, 778.
-
(1991)
J. Med. Chem
, vol.34
, pp. 778
-
-
Minakawa, N.1
Takeda, T.2
Sasaki, T.3
Matasuda, A.4
Ueda, T.5
-
18
-
-
0025731097
-
-
(b) De Clercq, E.; Cools, M.; Balzarini, J.; Snoeck, R.; Andrei, G.; Hosoya, M.; Shigeta, S.; Ueda, T.; Minakawa, N.; Matasuda, A. Antimicrob. Agents Chemther. 1991, 679.
-
(1991)
Antimicrob. Agents Chemther
, pp. 679
-
-
De Clercq, E.1
Cools, M.2
Balzarini, J.3
Snoeck, R.4
Andrei, G.5
Hosoya, M.6
Shigeta, S.7
Ueda, T.8
Minakawa, N.9
Matasuda, A.10
-
20
-
-
0030594992
-
-
(a) Matasuda, A.; Hattori, H.; Tanaka, M.; Sasaki, T. Bioorg. Med. Chem. Lett. 1996, 6, 1887.
-
(1996)
Bioorg. Med. Chem. Lett
, vol.6
, pp. 1887
-
-
Matasuda, A.1
Hattori, H.2
Tanaka, M.3
Sasaki, T.4
-
21
-
-
0029731762
-
-
(b) Hattori, H.; Tanaka, M.; Fukushima, M.; Sasaki, T.; Matasuda, A. J. Med. Chem. 1996, 39, 5005.
-
(1996)
J. Med. Chem
, vol.39
, pp. 5005
-
-
Hattori, H.1
Tanaka, M.2
Fukushima, M.3
Sasaki, T.4
Matasuda, A.5
-
22
-
-
15644379995
-
-
(c) Hattori, H.; Nozawa, E.; Lino, T.; Yoshimura, Y.; Shuto, S.; Shimamoto, M.; Nomura, Y.; Fukushima, M.; Tanaka, M.; Sasaki, T.; Matsuda, A. J. Med. Chem. 1998, 41, 2892.
-
(1998)
J. Med. Chem
, vol.41
, pp. 2892
-
-
Hattori, H.1
Nozawa, E.2
Lino, T.3
Yoshimura, Y.4
Shuto, S.5
Shimamoto, M.6
Nomura, Y.7
Fukushima, M.8
Tanaka, M.9
Sasaki, T.10
Matsuda, A.11
-
23
-
-
0033535074
-
-
(a) Sugimoto, I.; Shuto, S.; Mori, S.; Shigeta, S.; Matasuda, A. Bioorg. Med. Chem. Lett. 1999, 9, 385.
-
(1999)
Bioorg. Med. Chem. Lett
, vol.9
, pp. 385
-
-
Sugimoto, I.1
Shuto, S.2
Mori, S.3
Shigeta, S.4
Matasuda, A.5
-
24
-
-
0033614990
-
-
(b) Nomura, M.; Shuto, S.; Tanaka, M.; Sasaki, T.; Mori, S.; Shigeta, S.; Matasuda, A. J. Med. Chem. 1999, 42, 2901.
-
(1999)
J. Med. Chem
, vol.42
, pp. 2901
-
-
Nomura, M.1
Shuto, S.2
Tanaka, M.3
Sasaki, T.4
Mori, S.5
Shigeta, S.6
Matasuda, A.7
-
25
-
-
4744346086
-
-
Siddiqui, M. A.; Hughes, S. H.; Boyer, P. L.; Mitsuya, H.; Van Q, N.; George, C.; Sarafmanos, S. G.; Marquez, V. E. J. Med. Chem. 2004, 47, 5041.
-
(2004)
J. Med. Chem
, vol.47
, pp. 5041
-
-
Siddiqui, M.A.1
Hughes, S.H.2
Boyer, P.L.3
Mitsuya, H.4
Van, Q.N.5
George, C.6
Sarafmanos, S.G.7
Marquez, V.E.8
-
26
-
-
12844271200
-
-
Hrdlicka, P. J.; Jepsen, J. S.; Nielsen, C.; Wengel, J. Bioorg. Med. Chem. 2005, 13, 1249.
-
(2005)
Bioorg. Med. Chem
, vol.13
, pp. 1249
-
-
Hrdlicka, P.J.1
Jepsen, J.S.2
Nielsen, C.3
Wengel, J.4
-
27
-
-
26644452107
-
-
Moukhachafiq, O.; Tiwari, K. N.; Secrist, J. A. III Nucleosides, Nucleotides Nucleic Acids 2005, 24, 713.
-
Moukhachafiq, O.; Tiwari, K. N.; Secrist, J. A. III Nucleosides, Nucleotides Nucleic Acids 2005, 24, 713.
-
-
-
-
28
-
-
0021832866
-
-
(a) Poopeiko, N. E.; Kvasyuk, E. I.; Mikhailopuio, I. A.; Lidaks, M. J. Synthesis 1985, 605.
-
(1985)
Synthesis
, pp. 605
-
-
Poopeiko, N.E.1
Kvasyuk, E.I.2
Mikhailopuio, I.A.3
Lidaks, M.J.4
-
29
-
-
0037059982
-
-
(b) Momura, M.; Sato, T.; Washinosu, M.; Tanaka, M.; Asao, T.; Shuto, S.; Matsuda, A. Tetrahedron 2002, 58, 1279.
-
(2002)
Tetrahedron
, vol.58
, pp. 1279
-
-
Momura, M.1
Sato, T.2
Washinosu, M.3
Tanaka, M.4
Asao, T.5
Shuto, S.6
Matsuda, A.7
-
31
-
-
32144447244
-
-
(b) Watts, J. K.; Sadalapure, K.; Choubdar, N.; Pinto, B. M.; Damha, M. J. J. Org. Chem. 2006, 71, 921.
-
(2006)
J. Org. Chem
, vol.71
, pp. 921
-
-
Watts, J.K.1
Sadalapure, K.2
Choubdar, N.3
Pinto, B.M.4
Damha, M.J.5
-
32
-
-
0030816053
-
-
(c) Ma, T. W.; Lin, J.; Newton, M. G.; Cheng, Y. C.; Chu, C. K. J. Med. Chem. 1997, 40, 2750.
-
(1997)
J. Med. Chem
, vol.40
, pp. 2750
-
-
Ma, T.W.1
Lin, J.2
Newton, M.G.3
Cheng, Y.C.4
Chu, C.K.5
-
33
-
-
8944256416
-
-
(d) Ma, T.; Pai, B.; Zhu, Y. L.; Lin, J. S.; Shanmuganathan, K.; Du, J.; Wang, C.; Kim, H.; Newton, M. G.; Cheng, Y. C.; Chu, C. K. J. Med. Chem. 1996, 39, 2835.
-
(1996)
J. Med. Chem
, vol.39
, pp. 2835
-
-
Ma, T.1
Pai, B.2
Zhu, Y.L.3
Lin, J.S.4
Shanmuganathan, K.5
Du, J.6
Wang, C.7
Kim, H.8
Newton, M.G.9
Cheng, Y.C.10
Chu, C.K.11
-
34
-
-
0035798042
-
-
(e) Takamatsu, S.; Maruyama, T.; Katayama, S.; Hirose, N.; Naito, M.; Izawa, K. J. Org. Chem. 2001, 66, 7469.
-
(2001)
J. Org. Chem
, vol.66
, pp. 7469
-
-
Takamatsu, S.1
Maruyama, T.2
Katayama, S.3
Hirose, N.4
Naito, M.5
Izawa, K.6
-
35
-
-
0032746220
-
-
Yoshimura, Y.; Endo, M.; Miuura, S.; Sakata, S. J. Org. Chem. 1999, 64, 7912.
-
(1999)
J. Org. Chem
, vol.64
, pp. 7912
-
-
Yoshimura, Y.1
Endo, M.2
Miuura, S.3
Sakata, S.4
-
36
-
-
0033010182
-
-
(a) Wang, Y.; Inguaggiato, G.; Jasamai, M.; Shah, M.; Hughes, D.; Slater, M.; Simons, C. Bioorg. Med. Chem. 1999, 7, 481.
-
(1999)
Bioorg. Med. Chem
, vol.7
, pp. 481
-
-
Wang, Y.1
Inguaggiato, G.2
Jasamai, M.3
Shah, M.4
Hughes, D.5
Slater, M.6
Simons, C.7
-
38
-
-
0030460963
-
-
(a) Robins, M. J.; Zou, R.; Guo, Z.; Wnuk, S. F. J. Org. Chem. 1996, 61, 9207.
-
(1996)
J. Org. Chem
, vol.61
, pp. 9207
-
-
Robins, M.J.1
Zou, R.2
Guo, Z.3
Wnuk, S.F.4
-
41
-
-
57649122865
-
-
Compound 10: space group P212121 with cell parameters: a, 7.4156(15) nm, b, 20.417(4) nm, c, 23.585(5) nm; CCDC 701133
-
Compound 10: space group P212121 with cell parameters: a = 7.4156(15) nm, b = 20.417(4) nm, c = 23.585(5) nm; CCDC 701133.
-
-
-
-
42
-
-
0141781760
-
-
Shapiro, S. L.; Bandurco, V.; Freedman, L. J. Org. Chem. 1961, 26, 3710.
-
(1961)
J. Org. Chem
, vol.26
, pp. 3710
-
-
Shapiro, S.L.1
Bandurco, V.2
Freedman, L.3
-
43
-
-
0022003298
-
-
(a) Nakagawa, F.; Okazaki, T.; Naito, A.; Iijima, Y.; Yamazaki, M. J. Antibiot. 1985, 38, 823.
-
(1985)
J. Antibiot
, vol.38
, pp. 823
-
-
Nakagawa, F.1
Okazaki, T.2
Naito, A.3
Iijima, Y.4
Yamazaki, M.5
-
44
-
-
0017103110
-
-
(b) Arai, M.; Haneishi, T.; Kitahara, N.; Enokita, R.; Kawakubo, K.; Kondo, Y. J. Antibiot. 1976, 29, 863.
-
(1976)
J. Antibiot
, vol.29
, pp. 863
-
-
Arai, M.1
Haneishi, T.2
Kitahara, N.3
Enokita, R.4
Kawakubo, K.5
Kondo, Y.6
-
45
-
-
0020314550
-
-
(c) Terahara, A.; Haneishi, T.; Arai, M.; Hata, T.; Kuwano, H.; Tamura, C. J. Antibiot. 1982, 35, 1711.
-
(1982)
J. Antibiot
, vol.35
, pp. 1711
-
-
Terahara, A.1
Haneishi, T.2
Arai, M.3
Hata, T.4
Kuwano, H.5
Tamura, C.6
-
46
-
-
0032054586
-
-
(a) Marquez, V. E.; Ezzitouni, A.; Russ, P.; Sidiqui, M. A.; Ford, H. Jr; Feldman, R. J.; Mitsuya, H.; Geoge, C.; Barchi, J. J. Jr. J. Am. Chem. Soc. 1998, 120, 2780.
-
(1998)
J. Am. Chem. Soc
, vol.120
, pp. 2780
-
-
Marquez, V.E.1
Ezzitouni, A.2
Russ, P.3
Sidiqui, M.A.4
Ford Jr, H.5
Feldman, R.J.6
Mitsuya, H.7
Geoge, C.8
Barchi Jr., J.J.9
-
48
-
-
0029815436
-
-
(c) Marquez, V. E.; Siddiqui, M. A.; Ezzitouni, A.; Russ, P.; Sidiqui, M. A.; Wang, J.; Wagner, R. W.; Matteucci, M. D. J. Med. Chem. 1996, 39, 3739.
-
(1996)
J. Med. Chem
, vol.39
, pp. 3739
-
-
Marquez, V.E.1
Siddiqui, M.A.2
Ezzitouni, A.3
Russ, P.4
Sidiqui, M.A.5
Wang, J.6
Wagner, R.W.7
Matteucci, M.D.8
-
49
-
-
0034619663
-
-
(d) Olsen, A. G.; Rajwanshi, V. K.; Nielsen, C.; Wengel, J. J. Chem. Soc., Perkin Trans. 1 2000, 3610.
-
(2000)
J. Chem. Soc., Perkin Trans. 1
, pp. 3610
-
-
Olsen, A.G.1
Rajwanshi, V.K.2
Nielsen, C.3
Wengel, J.4
-
50
-
-
0001120760
-
-
(a) Kool, E. T. Chem. Rev. 1997, 97, 1473.
-
(1997)
Chem. Rev
, vol.97
, pp. 1473
-
-
Kool, E.T.1
-
53
-
-
57649128031
-
-
3): δ = 165.4, 164.1, 139.7, 133.5, 131.3, 129.9, 129.1, 128.7, 128.4, 128.2, 113.6, 104.7, 82.6, 78.1, 77.9, 77.8, 77.2, 63.8, 26.8, 26.6.
-
3): δ = 165.4, 164.1, 139.7, 133.5, 131.3, 129.9, 129.1, 128.7, 128.4, 128.2, 113.6, 104.7, 82.6, 78.1, 77.9, 77.8, 77.2, 63.8, 26.8, 26.6.
-
-
-
-
54
-
-
57649126977
-
-
3): δ = 165.7, 165.5, 139.6, 133.8, 131.2, 130.0, 128.8, 128.6, 128.4, 107.1, 83.1, 81.4, 80.0, 77.2, 73.7, 65.2, 56.1.
-
3): δ = 165.7, 165.5, 139.6, 133.8, 131.2, 130.0, 128.8, 128.6, 128.4, 107.1, 83.1, 81.4, 80.0, 77.2, 73.7, 65.2, 56.1.
-
-
-
-
55
-
-
57649116902
-
-
+]: 455.0674; found: 455.0672.
-
+]: 455.0674; found: 455.0672.
-
-
-
-
56
-
-
57649114305
-
-
3): δ = -185.7.
-
3): δ = -185.7.
-
-
-
-
57
-
-
57649127578
-
-
3): δ = 165.4, 164.2, 162.6, 153.2, 146.7, 142.8, 140.4, 134.7, 131.4, 130.3, 129.1, 128.0, 127.8, 122.0, 93.8, 90.3, 84.0, 83.0, 80.9, 72.7, 60.9.
-
3): δ = 165.4, 164.2, 162.6, 153.2, 146.7, 142.8, 140.4, 134.7, 131.4, 130.3, 129.1, 128.0, 127.8, 122.0, 93.8, 90.3, 84.0, 83.0, 80.9, 72.7, 60.9.
-
-
-
-
58
-
-
57649133240
-
-
Compound 10: white solid, mp 112-115°C 1H NMR (500 Hz, DMSO-d6, δ, 8.86 (s, 1 H, 8.62 (s, 1 H, 7.03 (t, J, 2.5 Hz, 1 H, 5.95 (d, J, 6.0 Hz, 1 H, 5.68 (dd, J, 6.0, 26.5 Hz, 5.62 (d, J, 2.5 Hz, 1 H, 5.01 (t, J, 5.0 Hz, 1 H, 4.25-4.20 (m, 1 H, 4.06 (s, 3 H, 3.82-3.77 (m, 1 H, 3.71-3.66 (m, 1 H, 13C NMR (75 Hz, DMSO-d6, δ, 162.86, 157.15, 153.48 (d, J, 9.0 Hz, C-2, 152.88, 147.27, 112.07, 111.17 (d, 2JC-F, 202.1 Hz, C-3a, 103.91 (d, 3JC-F, 24.5 Hz, C-3, 91.16 (d, 3JC-F, 25.3 Hz, C-4, 90.63 (d, J, 13.0 Hz, C-6, 86.39 (d, J, 31.3 Hz, C-6a, 60.07 (d, J, 9.0 Hz, CH2OH, 55.60 (OCH3, 19F NMR 400 Hz, DMSO-d6, δ, 167.61. ESI-HRMS: m/z calcd for C13H13
-
+]: 331.0819; found: 331.0811.
-
-
-
|