tert-butyl 2-[(3S)-3-amino-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetate

• ChemBase ID: 163204
• Molecular Formular: C16H22N2O3
• Molecular Mass: 290.35748
• Monoisotopic Mass: 290.16304257
• SMILES: [C@@H]1(CCc2c(N(C1=O)CC(=O)OC(C)(C)C)cccc2)N
• Canonical SMILES: O=C(OC(C)(C)C)CN1C(=O)[C@@H](N)CCc2c1cccc2
• InChI: InChI=1S/C16H22N2O3/c1-16(2,3)21-14(19)10-18-13-7-5-4-6-11(13)8-9-12(17)15(18)20/h4-7,12H,8-10,17H2,1-3H3/t12-/m0/s1
• InChIKey: QTEDVVHLTMELTB-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-[(3S)-3-amino-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetate
• IUPAC Traditional name: tert-butyl 2-[(3S)-3-amino-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetate
• Synonyms: (3S)-1H-1-Benzazepine-1-acetic Acid 3-Amino-2,3,4,5-tetrahydro-2-oxo-1,1-dimethylethyl Ester; tert-Butyl-(S)-(3-amino-2-oxo-2,3,4,5-tetrahydrobenzo[b]azepin-1-yl) Acetate; (S)-tert-Butyl 2-(3-amino-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)acetate

Database IDs

• CAS Number: 109010-60-8
• PubChem SID: 162257339
• PubChem CID: 6350624

CALCULATED PROPERTIES

• Acid pKa: 18.036247
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.0509943
• LogD (pH = 7.4): 0.6105775
• Log P: 1.5251429
• Molar Refractivity: 79.7118 cm^3
• Polarizability: 31.502176 Å^3
• Polar Surface Area: 72.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 107-109°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - B690350

An intermediate in the synthesis of benazepril.