methyl (2S,3R)-3-hydroxy-2-(phenylformamido)butanoate

• ChemBase ID: 147138
• Molecular Formular: C12H15NO4
• Molecular Mass: 237.2518
• Monoisotopic Mass: 237.10010797
• SMILES: C[C@H]([C@@H](C(=O)OC)NC(=O)c1ccccc1)O
• Canonical SMILES: COC(=O)[C@H]([C@H](O)C)NC(=O)c1ccccc1
• InChI: InChI=1S/C12H15NO4/c1-8(14)10(12(16)17-2)13-11(15)9-6-4-3-5-7-9/h3-8,10,14H,1-2H3,(H,13,15)/t8-,10+/m1/s1
• InChIKey: KHOWDUMYRBCHAC-SCZZXKLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3R)-3-hydroxy-2-(phenylformamido)butanoate
• IUPAC Traditional name: methyl (2S,3R)-3-hydroxy-2-(phenylformamido)butanoate
• Synonyms: N-Benzoyl-L-threonine methyl ester; N-苯甲酰基-L-苏氨酸甲酯

Database IDs

• CAS Number: 79893-89-3
• MDL Number: MFCD00010394
• PubChem SID: 24856969; 162241329
• PubChem CID: 736181

CALCULATED PROPERTIES

• Acid pKa: 14.485143
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.60986876
• LogD (pH = 7.4): 0.6098688
• Log P: 0.6098688
• Molar Refractivity: 61.3432 cm^3
• Polarizability: 23.799976 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 97-99 °C(lit.)
• Optical Rotation: [α]21/D +23°, c = 5 in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Linear Formula: CH3CH(OH)CH(NHCOC6H5)CO2CH3

DETAILS

Sigma Aldrich - 281107

Packaging
1 g in glass bottle