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1
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15144345474
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Selnick, H. G.; Liverton, N. J.; Baldwin, J. J.; Butcher, J. W.; Claremon, D. A.; Elliott, J. M.; Freidinger, R. M.; King, S. A.; Libby, B. E.; McIntryre, C. J.; Pribush, D. A.; Remy, D. C.; Smith, G. R.; Tebben, A. J.; Jurkiewicz, N. K.; Lunch, J. J.; Salata, J. J.; Sanguinetti, M. C.; Siegl, P. K.; Slaughter, D. E.; Vyas, K. J. Med. Chem. 1997, 40, 3865-3868.
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(1997)
J. Med. Chem.
, vol.40
, pp. 3865-3868
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Selnick, H.G.1
Liverton, N.J.2
Baldwin, J.J.3
Butcher, J.W.4
Claremon, D.A.5
Elliott, J.M.6
Freidinger, R.M.7
King, S.A.8
Libby, B.E.9
McIntryre, C.J.10
Pribush, D.A.11
Remy, D.C.12
Smith, G.R.13
Tebben, A.J.14
Jurkiewicz, N.K.15
Lunch, J.J.16
Salata, J.J.17
Sanguinetti, M.C.18
Siegl, P.K.19
Slaughter, D.E.20
Vyas, K.21
more..
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2
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0023182820
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(a) Bock, M. G.; Dipardo, R. M.; Evans, B. E.; Freidinger, R. M.; Hirshfield, J.; Rittle, K. E.; Springer, J. P.; Veber, D. F. J. Org. Chem. 1987, 52, 3232-3239;
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(1987)
J. Org. Chem.
, vol.52
, pp. 3232-3239
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Bock, M.G.1
Dipardo, R.M.2
Evans, B.E.3
Freidinger, R.M.4
Hirshfield, J.5
Rittle, K.E.6
Springer, J.P.7
Veber, D.F.8
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3
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0023157614
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(b) Rittle, K. E.; Evans, B. E.; Bock, M. G.; Dipardo, R. M.; Whitter, W. L.; Homnick, C. F.; Veber, D. F.; Freidinger, R. M. Tetrahedron Lett., 1987, 28, 521-522.
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(1987)
Tetrahedron Lett.
, vol.28
, pp. 521-522
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Rittle, K.E.1
Evans, B.E.2
Bock, M.G.3
Dipardo, R.M.4
Whitter, W.L.5
Homnick, C.F.6
Veber, D.F.7
Freidinger, R.M.8
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5
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0023157368
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and references therein
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(b) Reider, P. J.; Davis, P.; Hughes, D. L.; Grabowski, E. J. J. J. Org. Chem. 1987, 52, 955-957; and references therein.
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(1987)
J. Org. Chem.
, vol.52
, pp. 955-957
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Reider, P.J.1
Davis, P.2
Hughes, D.L.3
Grabowski, E.J.J.4
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6
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0015698567
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2,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-1H-benzo[e][1,4]diazepine (4) was purchased from Fabbrica Italiana Sintetici; for the synthesis, see (a) Steinman, M.; Topliss, J. G.; Alekel, R.; Wong, Y.-S.; York, E. E. J. Med. Chem. 1973, 16, 1354-1360;
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(1973)
J. Med. Chem.
, vol.16
, pp. 1354-1360
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Steinman, M.1
Topliss, J.G.2
Alekel, R.3
Wong, Y.-S.4
York, E.E.5
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7
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0019297509
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(b) Oklobdzija, M.; Fajdiga, T.; Kovac, T.; Zonno, F.; Sega, A.; Sunjic, V. Acta Pharm. Jugosl. 1980, 30, 121-133;
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(1980)
Acta Pharm. Jugosl.
, vol.30
, pp. 121-133
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Oklobdzija, M.1
Fajdiga, T.2
Kovac, T.3
Zonno, F.4
Sega, A.5
Sunjic, V.6
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8
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0013513869
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see ref. 1
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(c) see ref. 1.
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9
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0030577008
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(a) Butcher, J. W.; Liverton, N. J.; Selnick, H. G.; Elloit, J. M; Smith, G. R.; Tebben, A. J.; Pribush, D. A.; Wai, J. S.; Claremon, D. A. Tetrahedron Lett., 1997, 6685-6688;
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(1997)
Tetrahedron Lett.
, pp. 6685-6688
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Butcher, J.W.1
Liverton, N.J.2
Selnick, H.G.3
Elloit, J.M.4
Smith, G.R.5
Tebben, A.J.6
Pribush, D.A.7
Wai, J.S.8
Claremon, D.A.9
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10
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0002725547
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(b) We speculated that lower yields (∼55%) of oxime 5 were resulted from the isoamyl alkoxide induced Beckmann fragmentation of α-keto ketoxime. For reviews, see Gawley, R. E. Org. React. 1988, 35, 1-420.
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(1988)
Org. React.
, vol.35
, pp. 1-420
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Gawley, R.E.1
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11
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0029558218
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and references therein
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(a) Satoh, M.; Kondoh, Y.; Okamoto, Y.; Nishida, A.; Miyata, K.; Ohta, M.; Mase, T.; Murase, K. Chem. & Pharm. Bull., 1995, 43, 2159-2167 and references therein;
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(1995)
Chem. & Pharm. Bull.
, vol.43
, pp. 2159-2167
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Satoh, M.1
Kondoh, Y.2
Okamoto, Y.3
Nishida, A.4
Miyata, K.5
Ohta, M.6
Mase, T.7
Murase, K.8
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13
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0013513572
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note
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4) = 65:35; Flow Rate = 0.5 ml/min; UV = 220 nm; Rt (min): for 7 (as its hydrocinnamoyl amide made from the modified Schotten-Baumman procedure): 14.9 (R-isomer), 18.1 (S-isomer); For 1: 16.1 (R-isomer), 19.7 (S-isomer).
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14
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0013548867
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note
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Addition of water (1.5 - 2.0 mol) is critical for success in the resolution-racemization process. The isolated mandelate salt 7 was shown to be a hydrate and without the addition of water the process is much slower and the yield is lower.
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18
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0013513747
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US Patent, US 5,162,577
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For regioselective ortho-lithiation of 1,3-bis(trifluoromethyl)benzene under various conditions see: (a) Masciadri, R. US Patent, US 5,162,577, 1992;
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(1992)
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Masciadri, R.1
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19
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0013512269
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European Patent, EP 0 491 326 A2
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(b) Castaldi, G.; Borsotti, G. European Patent, EP 0 491 326 A2, 1992;
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(1992)
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Castaldi, G.1
Borsotti, G.2
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21
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0013526201
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note
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2D quench leads us to speculate that there is an equilibrium between aryl lithium 9 and TMP when a stoichiometric amount of base (Li-TMP) is used. In the catalytic reaction conditions, the proton transport vehicle (TMP) for the equilibrium is eliminated by addition of excess n-BuLi to insure the complete conversion. We believed that highly selective ortho-lithiation of 1,3-bis(trifluoromethyl)benzene (8) in both stoichiometric and catalytic conditions are attributed to the formation of Li-TMP. Use of n-BuLi in the absence of TMP afforded only 3:1 selectivity.
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22
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0013513870
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note
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2), a ratio of 24/3/1 mixture of the corresponding regioisomeric carboxylic acids was observed.
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25
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2542433188
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(a) Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B. J. Org. Chem. 1981, 46, 3936-3938;
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(1981)
J. Org. Chem.
, vol.46
, pp. 3936-3938
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Carlsen, P.H.J.1
Katsuki, T.2
Martin, V.S.3
Sharpless, K.B.4
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26
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0013544315
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(b) Piatak, D. M.; Bhat, H. B.; Caspi, E. J. Org. Chem. 1969, 34, 112-118.
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(1969)
J. Org. Chem.
, vol.34
, pp. 112-118
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Piatak, D.M.1
Bhat, H.B.2
Caspi, E.3
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27
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80054972295
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Springer-Verlag: Berlin Heidelberg New York, 2nd, Revised Edition
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Bodanszky, M.; Bodanszky, A. The Practice of Peptide Synthesis, Springer-Verlag: Berlin Heidelberg New York, 1994, 2nd, Revised Edition, pp 75-126.
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(1994)
The Practice of Peptide Synthesis
, pp. 75-126
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Bodanszky, M.1
Bodanszky, A.2
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28
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0003832495
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Zabicky Wiley: New York
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For reviews, see Beckwith in Zabicky The Chemistry of Amides, Wiley: New York, 1970, pp 73-185.
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(1970)
The Chemistry of Amides
, pp. 73-185
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Beckwith1
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29
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84984085993
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(a) Bosshard, H. H.; Mory, R.; Schmid, M.; Zolinger, H. Helv. Chim. Acta, 1959, 42, 1653-1659;
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(1959)
Helv. Chim. Acta
, vol.42
, pp. 1653-1659
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Bosshard, H.H.1
Mory, R.2
Schmid, M.3
Zolinger, H.4
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32
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0013479427
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note
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Performance-based exposure control limit(s) (PB-ECL) - An assigned health hazard category by Merck, within five category classification system of increasing hazard potential, which also defines the level of containment required to control exposure to an acceptable level based upon the inherent pharmacological and toxicological properties of the compound. A level-4 compound, such as 1, is restricted to glove box handling due to its potency.
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