106014-87-3

Usage

Uses

Used in Pharmaceutical Industry:
3,3-Azetidinedicarboxylic acid, 1-(phenylmethyl)is used as a building block for the synthesis of pharmaceutical compounds, particularly for the development of drugs targeting DPP-IV, which is crucial in glucose metabolism and the treatment of type 2 diabetes.
Used in Diabetes Treatment:
3,3-Azetidinedicarboxylic acid, 1-(phenylmethyl)is used as an enzyme inhibitor for DPP-IV, playing a significant role in the regulation of glucose metabolism and contributing to the development of treatments for type 2 diabetes.
Used in Alzheimer's Disease Research:
3,3-Azetidinedicarboxylic acid, 1-(phenylmethyl)is used in the study of potential treatments for Alzheimer's disease, exploring its effects on the underlying mechanisms of the condition.
Used in Cancer Research:
3,3-Azetidinedicarboxylic acid, 1-(phenylmethyl)is used in cancer research to investigate its potential as a therapeutic agent, examining its effects on various types of cancer and its possible synergistic effects with conventional chemotherapeutic drugs.

Upstream product

• 26096-30-0 N-benzyl-3,3-bis-(hydroxymethyl)-azetidine 

Downstream Products

• 849218-20-8 N-(4-{[6,7-bis(methyloxy)quinolin-4-yl]oxy}phenyl)-N'-(4-fluorophenyl)-azetidine-3,3-dicarboxamide 
• 849218-19-5 N-(4-{[6,7-bis(methyloxy)quinolin-4-yl]oxy}phenyl)-N'-(4-fluorophenyl)-1-(phenylmethyl)azetidine-3,3-dicarboxamide 
• 94985-27-0 N-benzyl azetidine-3-carboxylic acid 

Relevant academic research and scientific papers

PROCESS FOR MAKING AZETIDINE-3-CARBOXYLIC ACID

The present invention is directed to an improved process for synthesizing azetidine-3-carboxylic acid, comprising triflating diethylbis(hydroxymethyl)malonate followed by azetidine ring-formation by intramolecular cyclization using an amine, decarboxylation to give the mono acid azetidine and hydrogenation to give the title compound. Azetidine-3-carboxylic acid is useful as an intermediate for making certain S1P?1#191/Edg1 receptor agonists, which are immunosupressive agents.

Process for preparing azetidine derivatives; and intermediates therein

Process for the preparation of a compound of formula or a salt thereof STR1 wherein R1 represents a hydrogen atom or a group of formula R2 SO2 or phenyl--CH(R3)--wherein R2 represents a phenyl, tolyl or C1-4 alkyl group and R3 represents a hydrogen atom or a phenyl of C1-4 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 R4 represents a group of formula R2 SO2 or phenyl--CH(R3)--and R5 represents a hydrogen atom or a hydroxymethyl group or a group of formula COOH or a salt thereof, followed, where R5 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 R1 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 CH2 OH or COOY where Y represents a hydrogen or an alkali or alkaline earth metal atom.