ethyl (2R)-2-{[(2R)-1-(benzyloxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate

• ChemBase ID: 168317
• Molecular Formular: C22H27NO4
• Molecular Mass: 369.45408
• Monoisotopic Mass: 369.19400835
• SMILES: c1ccccc1CC[C@@H](N[C@@H](C(=O)OCc1ccccc1)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@H](N[C@@H](C(=O)OCc1ccccc1)C)CCc1ccccc1
• InChI: InChI=1S/C22H27NO4/c1-3-26-22(25)20(15-14-18-10-6-4-7-11-18)23-17(2)21(24)27-16-19-12-8-5-9-13-19/h4-13,17,20,23H,3,14-16H2,1-2H3/t17-,20-/m1/s1
• InChIKey: KKMCJYRMPUGEEC-YLJYHZDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R)-2-{[(2R)-1-(benzyloxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate
• IUPAC Traditional name: ethyl (2R)-2-{[(2R)-1-(benzyloxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate
• Synonyms: [R-(R*,R*)]-α-[[1-Methyl-2-oxo-2-(phenylmethoxy)ethyl]amino]benzenebutanoic Acid Ethyl Ester; (-)-N-(1-R-Ethoxycarbonxyl-3-phenylpropyl)-D-alanine, Benzyl Ester

Database IDs

• CAS Number: 93836-47-6
• PubChem SID: 162262449
• PubChem CID: 13345973

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.373686
• LogD (pH = 7.4): 4.3745694
• Log P: 4.374581
• Molar Refractivity: 103.9698 cm^3
• Polarizability: 41.390038 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Colourless Thick Oil

DETAILS

Toronto Research Chemicals - E891583

An intermediate in the synthesis of Ramipril.