N-substituted azetidine carboxylate derivatives
US4855452A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jun 9, 1988 |
| Grant date | Aug 8, 1989 |
| Priority date | — |
| Expiry date | Jun 9, 2008 |
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 or 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.