benzyl (3S)-3-{[(benzyloxy)carbonyl]amino}-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoate

• ChemBase ID: 161737
• Molecular Formular: C29H30N2O7
• Molecular Mass: 518.5577
• Monoisotopic Mass: 518.20530131
• SMILES: C(=O)(C[C@@H](C(=O)N[C@H](C(=O)OC)Cc1ccccc1)NC(=O)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(=O)OCc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C29H30N2O7/c1-36-28(34)25(17-21-11-5-2-6-12-21)30-27(33)24(18-26(32)37-19-22-13-7-3-8-14-22)31-29(35)38-20-23-15-9-4-10-16-23/h2-16,24-25H,17-20H2,1H3,(H,30,33)(H,31,35)/t24-,25-/m0/s1
• InChIKey: IVJGBERAZUMDJM-DQEYMECFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (3S)-3-{[(benzyloxy)carbonyl]amino}-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoate
• IUPAC Traditional name: benzyl (3S)-3-{[(benzyloxy)carbonyl]amino}-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoate
• Synonyms: β-Benzyl-N-carbobenzoxy-L-aspartyl-L-phenylalanine Methyl Ester; β-Benzyl N-Benzyloxycarbonyl-L-aspartyl-L-phenylalanine Methyl Ester; 3-(Carboxyamino)-N-(α-carboxyphenethyl)succinamic Acid Dibenzyl Methyl Ester; N-Benzyloxycarbonyl-O-benzoyl Aspartame

Database IDs

• CAS Number: 5262-07-7
• PubChem SID: 162255872
• PubChem CID: 10907422

CALCULATED PROPERTIES

• Acid pKa: 12.03744
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.078156
• LogD (pH = 7.4): 4.0781474
• Log P: 4.078156
• Molar Refractivity: 138.2799 cm^3
• Polarizability: 54.42604 Å^3
• Polar Surface Area: 120.03 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B286035

Protected Aspartame derivative.

REFERENCES

• Kamihira, M.,e t al.: Agric. Biol. Chem., 51, 3427 (1987)