benzyl 1-(diphenylmethyl)azetidine-2-carboxylate

• ChemBase ID: 161525
• Molecular Formular: C24H23NO2
• Molecular Mass: 357.44492
• Monoisotopic Mass: 357.17287898
• SMILES: C1CN(C1C(=O)OCc1ccccc1)C(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(C1CCN1C(c1ccccc1)c1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C24H23NO2/c26-24(27-18-19-10-4-1-5-11-19)22-16-17-25(22)23(20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-15,22-23H,16-18H2
• InChIKey: VTDVMKXDAGMXQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl 1-(diphenylmethyl)azetidine-2-carboxylate
• IUPAC Traditional name: benzyl 1-(diphenylmethyl)azetidine-2-carboxylate
• Synonyms: 1-(Diphenylmethyl)-2-azetidinecarboxylic Acid Phenylmethyl Ester; NSC 286703; Benzyl N-Diphenylmethyl-2-azetidinecarboxylate

Database IDs

• CAS Number: 22742-42-3
• PubChem SID: 162255660
• PubChem CID: 323845

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.33977
• LogD (pH = 7.4): 5.118887
• Log P: 5.1476245
• Molar Refractivity: 106.9915 cm^3
• Polarizability: 42.167828 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 61-63°C

DETAILS

Toronto Research Chemicals - B276315

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)