benzyl (2S)-3-[(tert-butyldimethylsilyl)oxy]-2-(dibenzylamino)propanoate

• ChemBase ID: 136876
• Molecular Formular: C30H39NO3Si
• Molecular Mass: 489.72106
• Monoisotopic Mass: 489.26992065
• SMILES: CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)OCc1ccccc1)N(Cc1ccccc1)Cc1ccccc1
• Canonical SMILES: O=C([C@@H](N(Cc1ccccc1)Cc1ccccc1)CO[Si](C(C)(C)C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C30H39NO3Si/c1-30(2,3)35(4,5)34-24-28(29(32)33-23-27-19-13-8-14-20-27)31(21-25-15-9-6-10-16-25)22-26-17-11-7-12-18-26/h6-20,28H,21-24H2,1-5H3/t28-/m0/s1
• InChIKey: GEXPYQRWGJWCOB-NDEPHWFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-3-[(tert-butyldimethylsilyl)oxy]-2-(dibenzylamino)propanoate
• IUPAC Traditional name: benzyl (2S)-3-[(tert-butyldimethylsilyl)oxy]-2-(dibenzylamino)propanoate
• Synonyms: N,N-Dibenzyl-O-(tert-butyldimethylsilyl)-L-serine benzyl ester; N,N-二苄基-O-(叔丁基二甲基硅烷基)-L-丝氨酸苄酯

Database IDs

• CAS Number: 307496-36-2
• MDL Number: MFCD06799024
• PubChem SID: 162231143
• PubChem CID: 22831406

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.9694214
• LogD (pH = 7.4): 7.3672166
• Log P: 7.3756
• Molar Refractivity: 140.5653 cm^3
• Polarizability: 57.562496 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 341-346 °C(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 1.052 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.536(lit.)
• Optical Rotation: [α]20/D -55°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 97%
• Linear Formula: (CH3)3CSi(CH3)2OCH2CH[N(CH2C6H5)2]CO2CH2C6H5