Patent · US Expired

Process for preparing azetidine derivatives; and intermediates therein

US4778577A · kind A · utility

0Cited by
0References
8Claims
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Assignee

Inventors

Key dates

Filing dateApr 16, 1986
Grant dateOct 18, 1988
Priority date
Expiry dateApr 16, 2006

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D205/04
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Process for the preparation of a compound of formula or a salt thereof ##STR1## wherein R.sub.1 represents a hydrogen atom or a group of formula R.sub.2 SO.sub.2 or phenyl--CH(R.sub.3)--wherein R.sub.2 represents a phenyl, tolyl or C.sub.1-4 alkyl group and R.sub.3 represents a hydrogen atom or a phenyl of C.sub.1-4 alkyl group, which process comprises contacting nickel in an oxidation state of at least 3 with a 3-hydroxymethyl azetidine derivative of formula ##STR2## wherein R.sub.4 represents a group of formula R.sub.2 SO.sub.2 or phenyl--CH(R.sub.3)--and R.sub.5 represents a hydrogen atom or a hydroxymethyl group or a group of formula COOH or a salt thereof, followed, where R.sub.5 is not a hydrogen atom, by the decarboxylation of the compound of the 3,3-dicarboxylic intermediate product or a salt thereof and, if desired to produce a compound in which R.sub.1 represents a hydrogen atom, by deprotection of the N-atom. Also, novel N-substituted azetidine carboxylate derivatives of the formula ##STR3## wherein X represents a group CH.sub.2 OH or COOY where Y represents a hydrogen or an alkali or alkaline earth metal atom.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.