94985-27-0

Basic information

• Product Name: 1-BENZYL-AZETIDINE-3-CARBOXYLIC ACID
• Synonyms: 1-Benzyl-3-azetidinecarboxylic acid;3-Azetidinecarboxylic acid, 1-(phenylmethyl)-;1-Benzylazetane-3-carboxylic acid, 1-Benzyl-3-carboxyazetidine;1-Benzylazetidine-3-carboxylicacid97%;1-BENZYL-AZETIDINE-3-CARBOXYLIC ACID
• CAS NO: 94985-27-0
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• Mol File: 94985-27-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 327.5 °C at 760 mmHg
• Flash Point: 151.9 °C
• Appearance: /
• Density: 1.253 g/cm³
• Vapor Pressure: 8.13E-05mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: 2-8°C
• PKA: 2.72±0.20(Predicted)
• CAS DataBase Reference: 1-BENZYL-AZETIDINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-AZETIDINE-3-CARBOXYLIC ACID(94985-27-0)
• EPA Substance Registry System: 1-BENZYL-AZETIDINE-3-CARBOXYLIC ACID(94985-27-0)

Safety Data

• Hazardous Substances Data: 94985-27-0(Hazardous Substances Data)

Usage

General Description

1-Benzyl-azetidine-3-carboxylic acid is a chemical compound that belongs to the class of azetidinecarboxylic acids. It is a white to off-white crystalline powder with a molecular formula C13H15NO2. 1-BENZYL-AZETIDINE-3-CARBOXYLIC ACID is used in the synthesis of pharmaceuticals and other organic compounds. It has been studied for its potential therapeutic applications, particularly in the treatment of bacterial and viral infections, and has also been investigated for its potential use as a building block in organic synthesis. Additionally, it has been found to exhibit antioxidant and anti-inflammatory properties, which may have implications for its use in medical and cosmetic applications.

InChI:InChI=1/C11H13NO2/c13-11(14)10-7-12(8-10)6-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,14)

Upstream product

• 94985-26-9 1-benzyl-3-cyanoazetidine 
• 99025-94-2 (1-benzylazetidin-3-yl)methanol 
• 106014-87-3 1-(phenylmethyl)-3,3-azetidinedicarboxylic acid 

Downstream Products

• 1233923-94-8 1-benzyl-N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-N-isobutylazetidine-3-carboxamide 
• 99025-94-2 (1-benzylazetidin-3-yl)methanol 
• 36476-78-5 3-azetidinecarboxylic acid 

Relevant articles and documents

Production methods of nitrogen heterocyclic carboxylic acid intermediate and 3-azetidine carboxylic acid

The invention discloses production methods of a nitrogen heterocyclic carboxylic acid intermediate and 3-azetidine carboxylic acid, and relates to the technical field of pharmaceutical and chemical industry. The production method of the nitrogen heterocyclic carboxylic acid intermediate used for producing the 3-azetidine carboxylic acid comprises the steps of mixing a nitrogen heterocyclic compound and a Wittig reaction agent, carrying out a Wittig reaction, and conducting separation to obtain a nitrogen heterocyclic formaldehyde intermediate; and subjecting the nitrogen heterocyclic formaldehyde intermediate to an oxidation reaction, and conducting separation to obtain the nitrogen heterocyclic carboxylic acid intermediate, wherein the nitrogen heterocyclic compound is selected from at least one of 1-benzhydrylazetidin-3-one, 1-benzylazetidin-3-one, 1-Boc-3-azetidinone and 1-acetylazetidin-3-one. According to the production method of the 3-azetidine carboxylic acid, the nitrogen heterocyclic carboxylic acid intermediate is subjected to hydrogenolysis, a production cycle is short, a production process is safe and reliable, the production cost is low, the purity is higher than 98%,and the yield can reach 82.8%.

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.

Catalytic hydrogenolysis

Preparation of azetidine-3-carboxylic acid or a salt thereof from N-benzylazetidine-3-carboxylic acid or a salt thereof by catalytically hydrogenating the N-benzylazetidine-3-carboxylic compound in the presence of water, formate ions, and ammonium and/or alkylammonium ions. Novel ammonium and alkylammonium salts are claimed.