benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 152851
• Molecular Formular: C24H23NO4
• Molecular Mass: 389.44372
• Monoisotopic Mass: 389.16270822
• SMILES: c1ccc(cc1)C[C@@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)OCc1ccccc1)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C24H23NO4/c26-23(28-17-20-12-6-2-7-13-20)22(16-19-10-4-1-5-11-19)25-24(27)29-18-21-14-8-3-9-15-21/h1-15,22H,16-18H2,(H,25,27)/t22-/m0/s1
• InChIKey: ILHGLRRAUKTLLN-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate
• Synonyms: Z-L-phenylalanine benzyl ester; Z-Phe-OBzl; Z-L-苯丙氨酸苄酯

Database IDs

• CAS Number: 60379-01-3
• MDL Number: MFCD00057850
• Beilstein Number: 7102401
• PubChem SID: 24890376; 162246994
• PubChem CID: 7016068

CALCULATED PROPERTIES

• Acid pKa: 13.420994
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.110593
• LogD (pH = 7.4): 5.110593
• Log P: 5.1105933
• Molar Refractivity: 110.178 cm^3
• Polarizability: 43.22394 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C24H23NO4

DETAILS

Sigma Aldrich - 97012

Packaging
1 g in poly tube