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1. (WO1991017141) DIASTEREOSELECTIVE PROCESS FOR PREPARING N-SUBSTITUTED AMINO ACIDS AND DERIVATIVES
Latest bibliographic data on file with the International Bureau

Pub. No.: WO/1991/017141 International Application No.: PCT/US1991/002034
Publication Date: 14.11.1991 International Filing Date: 29.03.1991
Chapter 2 Demand Filed: 30.10.1991
IPC:
C07C 255/25 (2006.01) ,C07C 255/42 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
255
Carboxylic acid nitriles
01
having cyano groups bound to acyclic carbon atoms
24
containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
25
Aminoacetonitriles
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
255
Carboxylic acid nitriles
01
having cyano groups bound to acyclic carbon atoms
32
having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
42
the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
Applicants:
SCHERING CORPORATION [US/US]; 2000 Galloping Hill Road Kenilworth, NJ 07033, US (AllExceptUS)
GOSTELI, Jacques [CH/CH]; CH (UsOnly)
MERGELSBERG, Ingrid [DE/CH]; CH (UsOnly)
TANNER, Markus [CH/CH]; CH (UsOnly)
Inventors:
GOSTELI, Jacques; CH
MERGELSBERG, Ingrid; CH
TANNER, Markus; CH
Agent:
MAJKA, Joseph, T. ; Schering-Plough Corporation One Giralda Farms Madison, NJ 07940-1000, US
Priority Data:
514,79826.04.1990US
Title (EN) DIASTEREOSELECTIVE PROCESS FOR PREPARING N-SUBSTITUTED AMINO ACIDS AND DERIVATIVES
(FR) PROCEDE DIASTEREOSELECTIF DE PREPARATION D'ACIDES AMINES A SUBSTITUTION N ET DERIVES
Abstract:
(EN) A process for preparing an (S, S) or (R, R) diastereoisomer of formula (X) or salts, esters or amides thereof, wherein R3 and R4 independently represent hydrogen, alkyl, aryl or aryl substituted with halogen, alkyl, nitro or alkoxy, and n and m independently represent integers from one to six, comprising combining a cyanide compound of the formula: M1C=N, wherein M1 is hydrogen, trimethylsilyl or a metal, with an optional proton source, a solvent and a Lewis acid of the formula: M2X4, AlCl3 or BF3, wherein M2 is Sn or Ti and X represents chloro, bromo, fluoro or iodo, with an $g(a)-amino acid compound or salts or esters thereof, followed by addition of an acyl or acetal compound to give the diastereoisomer of formula (X).
(FR) Procédé de préparation d'un diastéréoisomère (S,S) ou (R,R) de la formule (X) ou ses sels, esters ou amides, dans laquelle R3 et R4 représentent indépendamment hydrogène, alkyle, aryle, ou halogène substitué à aryle, alkyle, nitro ou alcoxy, et n ainsi que m représentent indépendamment des nombres entiers compris entre 1 et 6, consistant à combiner un composé de cyanure de la formule M1C=N, dans laquelle M1 représente hydrogène triméthylésilyle ou un métal, comportant une source optionnelle de protons, un solvant ainsi qu'un acide Lewis de la formule: M2X4, AlCl3 ou BF3, dans laquelle M2 représente Sn ou Ti et X représente chloro, bromo, fluoro ou iodo, comportant un composé d'$g(a)-acide aminé ou ses sels ou ses esters, après quoi on procède à l'addition d'un composé acyle ou acétal afin d'obtenir le diastéréoisomère de la formule (X).
Designated States: AU, BB, BG, BR, CA, FI, HU, JP, KP, KR, LK, MC, MG, MW, NO, RO, SD, SU, US
European Patent Office (AT, BE, CH, DE, DK, ES, FR, GB, GR, IT, LU, NL, SE)
African Intellectual Property Organization (BF, BJ, CF, CG, CM, GA, ML, MR, SN, TD, TG)
Publication Language: English (EN)
Filing Language: English (EN)
Also published as:
EP0526558US5292918JPH05507909CA2081316AU1991077819MYPI 91000691