Title:
DIASTEREOSELECTIVE PROCESS FOR PREPARING N-SUBSTITUTED AMINO ACIDS AND DERIVATIVES
Document Type and Number:
WIPO Patent Application WO1991017141
Kind Code:
A3
Abstract:
PCT No. PCT/US91/02034 Sec. 371 Date Oct. 6, 1992 Sec. 102(e) Date Oct. 6, 1992 PCT Filed Mar. 29, 1991 PCT Pub. No. WO91/17141 PCT Pub. Date Nov. 14, 1991.A process for preparing an (S,S) or (R,R) diastereoisomer of the formula: (* CHEMICAL STRUCTURE *) (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(triple bond)N(III) 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(IV) wherein M2 is Sn or Ti and X represents chloro, bromo, fluoro or iodo, with an (alpha)-amino acid compound or salts or esters thereof, followed by addition of an acyl or acetal compound to give the diastereoisomer of formula (X).
Inventors:
GOSTELI JACQUES (CH)
MERGELSBERG INGRID (CH)
TANNER MARKUS (CH)
MERGELSBERG INGRID (CH)
TANNER MARKUS (CH)
Application Number:
PCT/US1991/002034
Publication Date:
December 26, 1991
Filing Date:
March 29, 1991
Export Citation:
Assignee:
SCHERING CORP (US)
International Classes:
C07B61/00; C07C253/00; C07C255/24; B01J29/00; C07C255/25; C07C255/42; (IPC1-7): C07C255/24; C07C255/42; C07C253/00
Foreign References:
| EP0336368A2 | 1989-10-11 | |||
| US4652668A | 1987-03-24 | |||
| US4551537A | 1985-11-05 | |||
| DE3624376A1 | 1988-01-28 |
Other References:
CHEMICAL ABSTRACTS, vol. 111, no. 13, 25 September 1989, Columbus, Ohio, US; abstract no. 114878H, "GAMMA-(1-CARBOXYETHYL)AMINO-GAMMA-PHE NYLBUTYRONITRILE AND -GAMMA-PHENYLBUTYRICACID DERIVATIVES AS ANTIHYPERTENSIVE INTERMEDIATES"
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