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

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

Uses

Used in Pharmaceutical Industry:
Azetidine-2-carboxylicacidmethylester is used as a building block in the synthesis of various pharmaceuticals for its potential bioactive properties and its role in the development of new drugs.
Used in Agrochemical Industry:
Azetidine-2-carboxylicacidmethylester is used as a reagent in the production of agrochemicals, contributing to the development of effective and environmentally friendly products.
Used in Organic Synthesis:
Azetidine-2-carboxylicacidmethylester is used as a building block in organic synthesis for its versatility and potential applications in creating a wide range of organic compounds.
Used in Environmentally Friendly Applications:
Azetidine-2-carboxylicacidmethylester is used in various industrial applications due to its low toxicity and low environmental impact, making it a favorable chemical for sustainable and eco-friendly solutions.

Upstream product

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

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

Preparation and characterization of N-(3-pyridinyl) spirocyclic diamines as ligands for nicotinic acetylcholine receptors

Several N-pyridin-3-yl spirobicyclic diamines, designed as conformationally restricted analogs of tebanicline (ABT-594), were synthesized as novel ligands for nicotinic acetylcholine receptors (nAChR). The spirocyclic compounds exhibited weaker binding affinity, than other constrained analogs in accord with a pharmacophore model. Nevertheless, some (1a, 1b) possessed (partial) agonist potencies comparable to nicotine at the α4β2 subtype, but with greatly improved selectivity relative to the α3β4* nAChR.

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.

Aromatic amidine derivatives useful as selective thrombin inhibitors

The present invention relates to a novel thrombin inhibitor which is effective even when orally administered. More specifically, the present invention relates to an aromatic amidine derivative represented by formula (I) and the salts thereof, which show potent selective inhibitory activity for thrombin in which (a), R, R1, R2, R3, A, W, Y and n are defined as described in the specification.

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.

Synthesis of some conformationally-constrained glutamate mimics of N-{5-[2-(2-amino-3,4-dihydro-4-oxo-5,6,7,8- tetrahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]thien-2-ylcarbonyl-L-glutamic acid (LY254155)

Several new analogues of the active antitumor agent N-{5-[2-(2-amino-3,4- dihydro-4-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]thien-2- ylcarbonyl]-L-glutamic acid (LY254155) have been prepared in which the glutamate moiety has been replaced with conformationally-constrained azetidine and cyclopropane mimics. None of these new analogues exhibited significant cell growth inhibitory activity.