methyl (2S)-3-(benzylsulfanyl)-2-{[(tert-butoxy)carbonyl]amino}propanoate

• ChemBase ID: 162542
• Molecular Formular: C16H23NO4S
• Molecular Mass: 325.42312
• Monoisotopic Mass: 325.13477922
• SMILES: C(SC[C@@H](NC(=O)OC(C)(C)C)C(=O)OC)c1ccccc1
• Canonical SMILES: COC(=O)[C@H](NC(=O)OC(C)(C)C)CSCc1ccccc1
• InChI: InChI=1S/C16H23NO4S/c1-16(2,3)21-15(19)17-13(14(18)20-4)11-22-10-12-8-6-5-7-9-12/h5-9,13H,10-11H2,1-4H3,(H,17,19)/t13-/m1/s1
• InChIKey: KXUSUGVJXKJTBL-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-3-(benzylsulfanyl)-2-{[(tert-butoxy)carbonyl]amino}propanoate
• IUPAC Traditional name: methyl (2S)-3-(benzylsulfanyl)-2-[(tert-butoxycarbonyl)amino]propanoate
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-S-(phenylmethyl)-L-cysteine Methyl Ester; N-Boc-S-benzyl-L-cysteine Methyl Ester

Database IDs

• CAS Number: 55478-08-5
• PubChem SID: 162256677
• PubChem CID: 71314149

CALCULATED PROPERTIES

• Acid pKa: 13.4409
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1155365
• LogD (pH = 7.4): 3.1155362
• Log P: 3.1155365
• Molar Refractivity: 87.1785 cm^3
• Polarizability: 34.484802 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B625900

Used in peptide HIV1 enzymic synthesis.