(2S,3R)-3-hydroxy-2-(phenylformamido)butanoic acid

• ChemBase ID: 147433
• Molecular Formular: C11H13NO4
• Molecular Mass: 223.22522
• Monoisotopic Mass: 223.0844579
• SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)c1ccccc1)O
• Canonical SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)c1ccccc1)O
• InChI: InChI=1S/C11H13NO4/c1-7(13)9(11(15)16)12-10(14)8-5-3-2-4-6-8/h2-7,9,13H,1H3,(H,12,14)(H,15,16)/t7-,9+/m1/s1
• InChIKey: IOQIWWTVXOPYQR-APPZFPTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-hydroxy-2-(phenylformamido)butanoic acid
• IUPAC Traditional name: (2S,3R)-3-hydroxy-2-(phenylformamido)butanoic acid
• Synonyms: N-Benzoyl-L-threonine; N-苯甲酰基-L-苏氨酸

Database IDs

• CAS Number: 27696-01-1
• MDL Number: MFCD00004525
• PubChem SID: 162241621; 24856968
• PubChem CID: 736177

CALCULATED PROPERTIES

• Acid pKa: 3.578448
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.4521818
• LogD (pH = 7.4): -2.8864698
• Log P: 0.46397477
• Molar Refractivity: 56.5741 cm^3
• Polarizability: 21.729944 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-147 °C(lit.)
• Optical Rotation: [α]21/D +25.6°, c = 1.5 in H2O

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)CO2H

DETAILS

Sigma Aldrich - 281093

Packaging
1, 5 g in glass bottle