(S)-Methyl azetidine-2-carboxylate

Base Information

• Chemical Name: (S)-Methyl azetidine-2-carboxylate
• CAS No.: 69684-70-4
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• DSSTox Substance ID: DTXSID001297543
• Nikkaji Number: J502.354H
• Wikidata: Q76423116
• Mol file: 69684-70-4.mol

Synonyms:(S)-Methyl azetidine-2-carboxylate;69684-70-4;METHYL (2S)-AZETIDINE-2-CARBOXYLATE;methyl (S)-azetidine-2-carboxylate;(S)-Azetidine-2-carboxylic acid methyl ester;SCHEMBL3856133;CHNOQXRIMCFHKZ-BYPYZUCNSA-N;(S)-Methylazetidine-2-carboxylate;DTXSID001297543;(2S)-methyl azetidine-2-carboxylate;AKOS006349271;CS-0184645;EN300-1068635

Chemical Property of (S)-Methyl azetidine-2-carboxylate

Chemical Property:

• PSA: 38.33000
• LogP: -0.14990
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

(S)-Methylazetidine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCN1
• Isomeric SMILES: COC(=O)[C@@H]1CCN1

Technology Process of (S)-Methyl azetidine-2-carboxylate

There total 4 articles about (S)-Methyl azetidine-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

C5H10BrNO2*H(1+) → methyl (2S)-azetidine-2-carboxylate (69684-70-4)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/S0040-4039(98)00628-5

Reference yield:

methanol (67-56-1) + (2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2) → methyl (2S)-azetidine-2-carboxylate (69684-70-4)

Guidance literature:

With thionyl chloride; 0 deg C, than 6 h, reflux;

DOI:10.3987/com-96-7608

Reference yield:

(2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2) → methyl (2S)-azetidine-2-carboxylate (69684-70-4)

Guidance literature:

upstream raw materials:

methanol

(2S)-azetidine-2-carboxylic acid

methyl N-tert-butyloxycarbonyl-L-azetidine-2-carboxylate

Downstream raw materials:

methyl N-tert-butyloxycarbonyl-L-azetidine-2-carboxylate

(S)-1-((S)-3-Benzyloxycarbonylamino-3-ethoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester

(S)-1-((S)-3-Benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester

(S)-α,α-diphenyl-(azetidin-2-yl)methanol hydrochloride

Refernces

• 1、 Sippy, Kevin B.,Anderson, David J.,Bunnelle, William H.,Hutchins, Charles W.,Schrimpf, Michael R.. "Preparation and characterization of N-(3-pyridinyl) spirocyclic diamines as ligands for nicotinic acetylcholine receptors". scheme or table. p. 1682 - 1685. Retrieved 2009/11/30.
• 2、 -. "Aromatic amidine derivatives useful as selective thrombin inhibitors". . . Retrieved 2008/06/13.