(2R)-azetidine-2-carboxylic acid

• ChemBase ID: 63598
• Molecular Formular: C4H7NO2
• Molecular Mass: 101.10388
• Monoisotopic Mass: 101.04767847
• SMILES: [C@@H]1(C(=O)O)NCC1
• Canonical SMILES: OC(=O)[C@H]1CCN1
• InChI: InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m1/s1
• InChIKey: IADUEWIQBXOCDZ-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-azetidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-azetidine-2-carboxylic acid
• Synonyms: (R)-Azetidine-2-carboxylic acid; (2R)-2-Azetidinecarboxylic Acid; (+)-Azetidinecarboxylic Acid; D-Azetidine-2-carboxylic Acid; (2S)-2-Azetidinecarboxylic acid; (-)-Azetidinecarboxylic acid; (S)-(-)-2-Azetidine carboxylic acid; L-Azetidine-2-carboxylic Acid; (R)-(+) Azetidine-2-carboxylic acid

Database IDs

• CAS Number: 2133-34-8; 7729-30-8
• MDL Number: MFCD00800731
• PubChem SID: 162029337
• PubChem CID: 637601

CALCULATED PROPERTIES

• Acid pKa: 1.7564697
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -3.0860164
• LogD (pH = 7.4): -3.0861597
• Log P: -3.0859778
• Molar Refractivity: 23.4197 cm^3
• Polarizability: 9.473591 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Methanol; Water
• Apperance: Off-White Solid; White to Off-White Solid
• Melting Point: 209-211°C; 220-224°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; 95+%

DETAILS

Toronto Research Chemicals - A812500

A four-membered ring analog of L-Proline. A useful intermediate in the synthesis of polypeptides.

Toronto Research Chemicals - A812480

A four-membered ring analog of L-Proline. A useful intermediate in the synthesis of polypeptides.

REFERENCES

• Barber, M., et al.: Int. J. Pept. Protein Res., 14(3)
• 247 (3)
• Tsai., F.H., et al.: Biopolymers, 30(11-12), 1039 (1990)
• Barber, M., et al.: Int. J. Pept. Protein Res., 14(3)
• 247 (3)
• Tsai., F.H., et al.: Biopolymers, 30(11-12), 1039 (1990)