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

• ChemBase ID: 161700
• Molecular Formular: C18H18ClNO4
• Molecular Mass: 347.79282
• Monoisotopic Mass: 347.09243574
• SMILES: c1(COC(=O)[C@@H](NC(=O)OCc2ccccc2)CCl)ccccc1
• Canonical SMILES: ClC[C@@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C18H18ClNO4/c19-11-16(17(21)23-12-14-7-3-1-4-8-14)20-18(22)24-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,22)/t16-/m0/s1
• InChIKey: JYSZSIWECWRSIF-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 55822-82-7
• PubChem SID: 162255835
• PubChem CID: 22215052

CALCULATED PROPERTIES

• Acid pKa: 12.33841
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.7619486
• LogD (pH = 7.4): 3.761944
• Log P: 3.7619486
• Molar Refractivity: 90.1537 cm^3
• Polarizability: 35.474033 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Solid