(S)-Azetidine-2-carboxylic acid

Base Information

• Chemical Name: (S)-Azetidine-2-carboxylic acid
• CAS No.: 2133-34-8
• Molecular Formula: C4H7NO2
• Molecular Weight: 101.105
• Hs Code.: 29339900
• European Community (EC) Number: 218-362-5
• UNII: 5GZ3E0L9ZU
• DSSTox Substance ID: DTXSID0044020
• Nikkaji Number: J35.234I
• Wikipedia: Azetidine-2-carboxylic_acid
• Wikidata: Q793715
• Metabolomics Workbench ID: 53245
• ChEMBL ID: CHEMBL1165239
• Mol file: 2133-34-8.mol

Synonyms:azetidyl-2-carboxylic acid

Chemical Property of (S)-Azetidine-2-carboxylic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0116mmHg at 25°C
• Melting Point: ~215 °C (dec.)
• Refractive Index: -122 ° (C=4, H2O)
• Boiling Point: 242 °C at 760 mmHg
• PKA: 2.35±0.20(Predicted)
• Flash Point: 100.1 °C
• PSA: 49.33000
• Density: 1.275 g/cm³
• LogP: -0.23830
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Base (Slightly), Methanol (Slightly), Water (Slightly)
• Water Solubility.: 5 g/100 mL
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 101.047678466
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

99% ^*data from raw suppliers

L-Azetidine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: C1CNC1C(=O)O
• Isomeric SMILES: C1CN[C@@H]1C(=O)O
• Uses: Specific proline antagonist. Used in synthesis of abnormally high molecular weight polypeptides. (S)-(-)-2-Azetidinecarboxylic acid is a four-membered ring analog of L-Proline, It is a useful intermediate in the synthesis of polypeptides,Used in synthesis of abnormally high molecular weight polypeptides. L-Azetidine-2-carboxylic acid has been used as a:collagen synthesis inhibitorprotein folding antagonistas a standard in liquid chromatography-mass spectrometry

Technology Process of (S)-Azetidine-2-carboxylic acid

There total 14 articles about (S)-Azetidine-2-carboxylic acid 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: 100.0%

tert-butyl (2S)-azetidine-2-carboxylate (129740-14-3,208034-97-3) → (2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2)

Guidance literature:

With trifluoroacetic acid; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 6h;

DOI:10.3987/COM-18-14002

Reference yield: 100.0%

benzyl [1(1S,2S)]-1-(1-phenyl-ethyl)-azetidine-2-carboxylate (247051-66-7) → (2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 96h;

DOI:10.1021/jo0515881

Reference yield: 98.0%

→ racemic N-benzoylazetidine-2-carboxylic acid methyl ester + (2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2)

Guidance literature:

upstream raw materials:

(2S)-1-benzoylazetidine-2-carboxylic acid

benzyl [1(1S,2S)]-1-(1-phenyl-ethyl)-azetidine-2-carboxylate

(S)-1-((S)-1-Phenyl-ethyl)-azetidine-2-carboxylic acid; hydrochloride

methyl (2S,αR)-N-α-methylbenzylazetidine-2-carboxylate

Downstream raw materials:

(S)-2-Azetidincarbonsaeure-ethylester-hydrochlorid

(2S:3'S:3''S)-N-[N-(3-amino-3-carboxypropyl)-3-amino-3-carboxypropyl]-azetidine-2-carboxylic acid

L-1-<3-(acetylthio)-1-oxopropyl>-2-azetidinecarboxylic acid

(S)-1-(t-butoxycarbonyl)azetidine-2-carboxylic acid