105258-88-6

Basic information

• Product Name: 1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI)
• Synonyms: 1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI);1-Azetidinecarboxylic acid, 3-oxo-, ethyl ester;ethyl 3-oxoazetidine-1-carboxylate
• CAS NO: 105258-88-6
• Molecular Formula: C₆H₉NO₃
• Molecular Weight: 143.14
• Product Categories: CARBOXYLICESTER
• Mol File: 105258-88-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI)(105258-88-6)
• EPA Substance Registry System: 1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI)(105258-88-6)

Safety Data

• Hazardous Substances Data: 105258-88-6(Hazardous Substances Data)

Usage

General Description

1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI) is a chemical compound with the molecular formula C6H9NO3. It is an ethyl ester of 1-Azetidinecarboxylic acid, a four-membered nitrogen heterocycle with a carboxylic acid group and a ketone functional group. 1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI) is used in organic synthesis and chemical research as a building block for various other chemicals and pharmaceuticals. It is also used in the production of pharmaceuticals and agrochemicals. The ethyl ester form of 1-Azetidinecarboxylic acid allows for easier handling and manipulation in chemical reactions. Additionally, it can be used as a reactant in the synthesis of new compounds with potential biological or industrial applications.

Upstream product

• 191282-72-1 N-(ethoxycarbonyl)-3-(bromomethylene)azetidine 
• 191282-73-2 N-(ethoxycarbonyl)-3-methyleneazetidine 
• 541-41-3 chloroformic acid ethyl ester 
• 54044-11-0 azetidine-3-one 
• 181873-00-7 3-Bromomethyl-3-chloro-azetidine-1-carboxylic acid ethyl ester 
• 40320-60-3 N-benzhydryl 3-azetidinone 
• 191282-75-4 N-(ethoxycarbonyl)-3-bromo-3-(bromomethyl)azetidine 

Downstream Products

• 105259-02-7 N-ethoxycarbonyl-glycine amide 

Relevant articles and documents

Reactions of N-(Ethoxycarbonyl)-3-halo-3-(halomethyl)azetidines with DBU. The Halogen Dance

Reaction of N-(ethoxycarbonyl)-3-(bromomethyl)-3-chloroazetidine (3) with DBU results in the formation of two haloalkenes, i.e., N-(ethoxycarbonyl)-3-(bromomethylene)azetidine and N-(ethoxycarbonyl)-3-(chloromethylene)azetidine (4a and 4b, respectively). The results of control experiments suggest that Cl- is capable of promoting nucleophilic displacement of bromine in the CH2Br groups of both 3 and N-(ethoxycarbonyl)-3-bromo-3-(bromomethyl)azetidine (8), but Br- is incapable of displacing chlorine in the CH2C1 groups of both N-(ethoxycarbonyl)-3-chloro-3-(chloromethyl)-azetidine (7) and N-carbethoxy-3-bromo-3-(chloromethyl)azetidine (10). Thus, it is suggested that the formation of 4b via reaction of 3 with DBU is a result of DBU-promoted elimination of HCl from 7, a key reaction intermediate. The observations reported herein can be explained without invoking the intermediacy of any bridged halonium ion.

NOVEL FUNCTIONALIZED 1,3-BENZENE DIOLS AND THEIR METHOD OF USE FOR THE TREATMENT OF HEPATIC ENCEPHALOPTHY

Pharmaceutical compositions of the invention include novel functionalized 1,3-benzenediols having a disease-modifying action in the treatment of hepatic encephalopathy and related conditions. Pharmaceutical compositions of the invention further include novel neuroprotective agents.

Synthesis of N-substituted azetidin-3-ones

Addition of RC(O)Cl (R = OEt, Me, or Ph) across the highly strained N- C(3) σ-bond in 3-bromomethyl-1-azabicyclo[1.1.0]butane (1) afforded the corresponding N-acyl-3-bromomethyl-3-chloroazetidines (2a-2c, respectively). Subsequent zinc promoted eliminativ