methyl (3S)-2-(benzylamino)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-hydroxy-4-methylpentanoate

• ChemBase ID: 173366
• Molecular Formular: C21H37NO4Si
• Molecular Mass: 395.60828
• Monoisotopic Mass: 395.2491852
• SMILES: c1cccc(c1)CNC([C@H](C(C)C)O)(CO[Si](C(C)(C)C)(C)C)C(=O)OC
• Canonical SMILES: COC(=O)C([C@H](C(C)C)O)(CO[Si](C(C)(C)C)(C)C)NCc1ccccc1
• InChI: InChI=1S/C21H37NO4Si/c1-16(2)18(23)21(19(24)25-6,15-26-27(7,8)20(3,4)5)22-14-17-12-10-9-11-13-17/h9-13,16,18,22-23H,14-15H2,1-8H3/t18-,21?/m0/s1
• InChIKey: LBFRXWHXJRXEMF-YMXDCFFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-2-(benzylamino)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-hydroxy-4-methylpentanoate
• IUPAC Traditional name: methyl (3S)-2-(benzylamino)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-hydroxy-4-methylpentanoate
• Synonyms: threo-2-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]-3-hydroxy-N-(phenylmethyl)-D-leucine Methyl Ester; Methyl (2R,3S)-2-Benzylamino-2-(t-butyldimethylsilyloxymethyl)-3-hydroxy-4-methylpentanoate

Database IDs

• CAS Number: 145451-92-9
• PubChem SID: 164229276
• PubChem CID: 71750219

CALCULATED PROPERTIES

• Acid pKa: 13.84637
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7478192
• LogD (pH = 7.4): 3.8608506
• Log P: 3.8625
• Molar Refractivity: 105.7168 cm^3
• Polarizability: 44.483845 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Oil