US 6,617,461 B2 · Process for preparation of optically active N-substituted azetidine-2-carboxylic acids

Abstract

The object of the present invention is to produce an optically active N-substituted azetidine-2-carboxylic acid by an efficient, expendient and commercially profitable process. The present invention provides a production method of an optically active N-substituted azetidine-2-carboxyic acid represented by the general formula (2): in the formula, R represents a substituted oxycarbonyl type protecting group or a substituted sulfonyl type protective group and * represents an asymmetric carbon atom which comprises cyclizing an optically active 4-substituted amino-2-halobutyric acid represented by the general formula (1): in the formula, R represents a substituted oxycarbonyl type protective group or a substituted sulfonyl type protective group, X represents a halogen atom and * represents an asymmetric carbon atom, in the presence of a base.

Claims5

Dependent claims

A production method of an optically active N-substituted azetidine-2-carboxylic acid represented by the formula (2):

in the formula, R represents a substituted oxycarbonyl protective group or a substituted sulfonyl protective group and * represents an asymmetric carbon atom,
which comprises cyclizing an optically active 4-substituted amino-2-halobutyric acid represented by the formula (1):
in the formula, R represents a substituted oxycarbonyl protective group or a substituted sulfonyl protective group, X represents a halogen atom and * represents an asymmetric carbon atom, in the presence of a base.

Dependencies are inferred from the claim text.

Facts

Application

09/926,189Filed 20 Dec 2001

Priority

JP 2000-01634625 Jan 2000

Published

US 2003/0045730 A16 Mar 2003

Granted

9 Sep 2003

Term ends

Not estimatedThe source records don’t support an estimate.

Classification10 codes

C07C 311/19
Having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom: to an acyclic carbon atom…
C07C 271/22
With the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms: to carbon atoms of hydrocarbon radicals…
C07C 303/38
Of amides of sulfonic acids: by reaction of ammonia or amines with sulfonic acids, or with esters, anhydrides, or halides thereof
C07D 205/04
Not condensed with other rings: having no double bonds between ring members or between ring members and non-ring members

Process for preparation of optically active N-substituted azetidine-2-carboxylic acids

Life of this patent

Process for preparation of optically active N-substituted azetidine-2-carboxylic acids

Life of this patent

Abstract

Claims5