69684-70-4

Basic information

• Product Name: Azetidine-2-carboxylicacidmethylester
• Synonyms: 2-Azetidinecarboxylic acid, Methyl ester, (2S)-;methyl(S)-azetidine-2-carboxylate;(S)-Methyl azetidine-2-carboxylate
• CAS NO: 69684-70-4
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.13
• Mol File: 69684-70-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Azetidine-2-carboxylicacidmethylester(CAS DataBase Reference)
• NIST Chemistry Reference: Azetidine-2-carboxylicacidmethylester(69684-70-4)
• EPA Substance Registry System: Azetidine-2-carboxylicacidmethylester(69684-70-4)

Safety Data

• Hazardous Substances Data: 69684-70-4(Hazardous Substances Data)

Usage

General Description

Azetidine-2-carboxylicacidmethylester, also known as 2-Azetidinemethanol, is a chemical compound with the molecular formula C5H9NO2. It is a colorless liquid with a mild, sweet odor, and is primarily used as a building block in organic synthesis. It is commonly used as a reagent in the production of pharmaceuticals, agrochemicals, and organic compounds. Azetidine-2-carboxylicacidmethylester is also known to have potential bioactive properties, and has been studied for its potential use in the development of new drugs. Additionally, it is considered to be low in toxicity and has a low environmental impact, making it a favorable chemical in various industrial applications.

Upstream product

• 107020-12-2 methyl N-tert-butyloxycarbonyl-L-azetidine-2-carboxylate 
• 67-56-1 methanol 
• 2133-34-8 (2S)-azetidine-2-carboxylic acid 

Downstream Products

• 91921-41-4 N-Benzyloxycarbonyl-β-(S)-asparagyl(α-tert.-butylester)-(S)-azetidin-2-carbonsaeuremethylester 
• 103305-54-0 Z-Pro-Leu-Aze-OMe 
• 144054-73-9 (S)-α,α-diphenyl-(azetidin-2-yl)methanol hydrochloride 
• 78553-50-1 (S)-1-((S)-3-Benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester 
• 78553-55-6 (S)-1-((S)-3-Benzyloxycarbonylamino-3-ethoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester 
• 107020-12-2 methyl N-tert-butyloxycarbonyl-L-azetidine-2-carboxylate 

Relevant articles and documents

Selective cleavage of carbamate protecting groups from aziridines with otera's catalyst

Otera's distannoxane catalyst was found to promote the cleavage of carbamate groups from N-protected aziridines. This method enables the chemoselective cleavage of an aziridinyl N-carbobenzyloxy (Cbz) group in the presence of other N-Cbz groups. The selec

Synthesis and use of 2H-azirin-3-amines as dipeptide synthons

The synthesis of the new 2H-azirin-3-amines ('3-amino-2H-azirines') 11, 20, 28, and 33 as dipeptide synthons is described. The reactions of the starting amides with Lawesson reagent gave the corresponding thioamides, and consecutive treatment with COCl2, 1,4-diazabicyclo[2.2.2]octane (DABCO), and NaN3 led to the desired products. It is shown that these 2H-azirin-3-amines can conveniently be used as building blocks of the dipeptides Aib-(Me)Axx (Axx=alanine, valine), Aib-Homoproline, and Iva-Pro in the synthesis of several model peptides. However, some limitations apply for the synthesis of such 2H-azirin-3-amines. The starting material for the azirine synthesis, the corresponding thioamides, cannot generally be synthesized, and the 2H-azirin-3-amines could not be obtained in all cases from the thioamides prepared.

Nucleophilic substitution of protected 2-amino-4-butanoic acid. An easy route to exotic amino acids and conformationally constrained peptides

The synthesis of a series of novel α-amino acids based on the nucleophilic substitution of protected 2-amino-4-bromobutanoic acid (1) is described. Basic, acidic or neutral amino acids can be obtained; chimerical amino acids carrying a coenzyme type structure in the side chain, multifunctional amino acids for the synthesis of cross-linked peptides or dendrimers and conformationally constrained peptides can also be obtained.