tert-butyl N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]carbamate

• ChemBase ID: 68567
• Molecular Formular: C23H32N2O3
• Molecular Mass: 384.51178
• Monoisotopic Mass: 384.24129289
• SMILES: C(=O)(N[C@H](C[C@@H]([C@H](Cc1ccccc1)N)O)Cc1ccccc1)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C[C@@H]([C@H](Cc1ccccc1)N)O)Cc1ccccc1
• InChI: InChI=1S/C23H32N2O3/c1-23(2,3)28-22(27)25-19(14-17-10-6-4-7-11-17)16-21(26)20(24)15-18-12-8-5-9-13-18/h4-13,19-21,26H,14-16,24H2,1-3H3,(H,25,27)/t19-,20-,21-/m0/s1
• InChIKey: UKFHOTNATOJBKZ-ACRUOGEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]carbamate
• Synonyms: [(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenyl-methyl)pentyl]carbamic acid 1,1-dimethyl ethyl ester; N-[(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]carbamic Acid 1,1-Dimethylethyl Ester; N-[(1S,3S,4S)-1-Benzyl-3-hydroxy-5-phenyl-4-aminopentyl]carbamic Acid tert-Butyl Ester; (2S,3S,5S)-2-Amino-3-hydroxy-5-(tert-butyloxycarbonylamino)-1,6-diphenylhexane; tert-Butyl ((2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl)carbamate

Database IDs

• CAS Number: 144163-85-9
• MDL Number: MFCD09833420
• PubChem SID: 162034298
• PubChem CID: 11997926

CALCULATED PROPERTIES

• Acid pKa: 14.443054
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.70471585
• LogD (pH = 7.4): 1.9039962
• Log P: 3.6450822
• Molar Refractivity: 111.6451 cm^3
• Polarizability: 44.155693 Å^3
• Polar Surface Area: 84.58 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 71-74°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - A611200

An Intermediate in the synthesis of lopinavir and ritonavir.