Process for the preparation of pure enantiomers of 1-(2-pyridyl)

Details Process for the preparation of pure enantiomers of 1-(2-pyridyl) Process for the preparation of pure enantiomers of 1-(2-pyridyl)

1995-04-20

1997-04-01

Wilson, D. R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D21126

Patent

active

056167172

ABSTRACT:
Racemic mixtures of 1-(S,R)-(2-pyridyl)-2-cyclohexylethylamine are separated into (+)-(S)-1-(2-pyridyl)-2-cyclohexylethylamine or (-)-(R)-1-(2-pyridyl)-2-cyclohexylethylamine by admixture with (+)- or (-)-3-bromocamphor-8-sulfonic acid. 1-(S)-(2-pyridyl)-2-cyclohexylethylamine is an intermediate in the preparation of leukotriene biosynthesis inhibitors.

REFERENCES:
patent: 5296486 (1994-03-01), Lazer et al.
M. Aiqiao et al., "Asymmetric Synthesis XV: Enantioselective Syntheses of (R) or (S)-alpha-substituted-(2-pyridyl)-methylamines Via Chiral Pinanone Ketimine Template", Synth. Commun., 21(21), pp. 2207-2212 (1990).
E.S. Lazer et al., "Benzoxazolmines and Benzothiazolamines: Potent Enantioselective Inhibitors of Leukotriene Biosynthesis with a Novel Mechanism of Action", J. Med. Chem., 37(7), pp. 913-923 (1994).
L.A. Paquette, "Encylopedia of Reagents for Organic Synthesis, vol. 1", John Wiley & Sons, New York, pp. 708-709 (1995).
W. Yuliang et al., "Solid-Liquid Phase Transfer Catalytic Synthesis VII: The Synthesis of Alpha-substituted-2-pyridylmethylamine Via the Alkylation of Benzaldehyde Imine", Synth. Commun., 22(2), pp.. 265-269 (1992).
E. Eliel, "Stereochemistry of Carbon Compounds", McGraw-Hill Book Co., New York, pp. 49-55 (1962).
P. Newman, "Optical Resolution Procedures for Chemical Compounds", vol. 1, Optical Resolution Information Center, Manhattan College, Riverdale, NY, pp. 2,11 and 64-65, (1978).

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