methyl (2S)-3-hydroxy-2-[(triphenylmethyl)amino]propanoate

• ChemBase ID: 150508
• Molecular Formular: C23H23NO3
• Molecular Mass: 361.43362
• Monoisotopic Mass: 361.1677936
• SMILES: COC(=O)[C@H](CO)NC(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: OC[C@@H](C(=O)OC)NC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C23H23NO3/c1-27-22(26)21(17-25)24-23(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-16,21,24-25H,17H2,1H3/t21-/m0/s1
• InChIKey: LXAWQKKSNNYYEK-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-3-hydroxy-2-[(triphenylmethyl)amino]propanoate
• IUPAC Traditional name: methyl (2S)-3-hydroxy-2-[(triphenylmethyl)amino]propanoate
• Synonyms: N-Trityl-L-serine methyl ester; N-三苯甲基-L-丝氨酸甲酯

Database IDs

• CAS Number: 4465-44-5
• MDL Number: MFCD00192570
• PubChem SID: 24865744; 162244669
• PubChem CID: 7128367

CALCULATED PROPERTIES

• Acid pKa: 14.87136
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.0790153
• LogD (pH = 7.4): 4.109407
• Log P: 4.1098084
• Molar Refractivity: 106.6349 cm^3
• Polarizability: 41.643826 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 148-150 °C(lit.)
• Optical Rotation: [α]20/D +31°, c = 1 in methanol

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Linear Formula: HOCH2CH[NHC(C6H5)3]CO2CH3

DETAILS

Sigma Aldrich - 411345

Packaging
25 g in glass bottle