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

• ChemBase ID: 168320
• Molecular Formular: C19H29NO4
• Molecular Mass: 335.43786
• Monoisotopic Mass: 335.20965841
• SMILES: c1(CC[C@H](C(=O)OCC)N[C@H](C(=O)OC(C)(C)C)C)ccccc1
• Canonical SMILES: CCOC(=O)[C@H](N[C@H](C(=O)OC(C)(C)C)C)CCc1ccccc1
• InChI: InChI=1S/C19H29NO4/c1-6-23-18(22)16(13-12-15-10-8-7-9-11-15)20-14(2)17(21)24-19(3,4)5/h7-11,14,16,20H,6,12-13H2,1-5H3/t14-,16+/m0/s1
• InChIKey: VCLNYFQYCONLJF-GOEBONIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R)-2-{[(2S)-1-(tert-butoxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate
• IUPAC Traditional name: ethyl (2R)-2-{[(2S)-1-(tert-butoxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate
• Synonyms: (2R)-(tert-Butoxycarbonyl-(2S)-methyl-methylamino)-4-benzenebutanoic Acid, Ethyl Ester; N-[1-(R)-Ethyloxycarbonyl-3-phenylpropyl]-L-alanine tert-Butyl Ester

Database IDs

• CAS Number: 80828-28-0
• PubChem SID: 162262452
• PubChem CID: 13295430

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.7031732
• LogD (pH = 7.4): 3.704056
• Log P: 3.7040675
• Molar Refractivity: 93.1628 cm^3
• Polarizability: 37.323547 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - E891590

An impurity in the preparation of Imidaprilat

REFERENCES

• Miyake, A., et al.: Chem. Pharm. Bull., 34, 2852 (1986)