methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-chloropropanoate

• ChemBase ID: 161701
• Molecular Formular: C12H14ClNO4
• Molecular Mass: 271.69686
• Monoisotopic Mass: 271.06113561
• SMILES: C(=O)([C@@H](NC(=O)OCc1ccccc1)CCl)OC
• Canonical SMILES: ClC[C@@H](C(=O)OC)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C12H14ClNO4/c1-17-11(15)10(7-13)14-12(16)18-8-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3,(H,14,16)/t10-/m0/s1
• InChIKey: UQUQXYVMAKOZMV-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-chloropropanoate
• IUPAC Traditional name: methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-chloropropanoate
• Synonyms: 3-Chloro-N-[(phenylmethoxy)carbonyl]-L-alanine Methyl Ester; N-(Benzyloxycarbonyl)-L-β-chloroalanine Methyl Ester

Database IDs

• CAS Number: 62107-38-4
• PubChem SID: 162255836
• PubChem CID: 46783701

CALCULATED PROPERTIES

• Acid pKa: 12.164681
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0374753
• LogD (pH = 7.4): 2.037469
• Log P: 2.0374756
• Molar Refractivity: 65.5411 cm^3
• Polarizability: 25.956013 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO
• Apperance: White Solid
• Melting Point: 57-59°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Bigge, C., et al.: Bioorg. Med. Chem. Lett., 2, 207 (1992)
• Zhang, M., et al.: Eur. J. Med. Chem., 32, 95 (1992)