methyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoate

• ChemBase ID: 144954
• Molecular Formular: C13H17NO5
• Molecular Mass: 267.27778
• Monoisotopic Mass: 267.11067265
• SMILES: C[C@H]([C@@H](C(=O)OC)NC(=O)OCc1ccccc1)O
• Canonical SMILES: COC(=O)[C@H]([C@H](O)C)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C13H17NO5/c1-9(15)11(12(16)18-2)14-13(17)19-8-10-6-4-3-5-7-10/h3-7,9,11,15H,8H2,1-2H3,(H,14,17)/t9-,11+/m1/s1
• InChIKey: OPZWAOJFQFYYIX-KOLCDFICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoate
• IUPAC Traditional name: methyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoate
• Synonyms: N-Carbobenzyloxy-L-threonine methyl ester; Z-L-Threonine methyl ester; Z-Thr-OMe; N-苄氧羰酰基-L-苏氨酸甲酯; Z-L-苏氨酸甲酯

Database IDs

• CAS Number: 57224-63-2
• MDL Number: MFCD00038585
• Beilstein Number: 2220800
• PubChem SID: 162239166; 24865579
• PubChem CID: 2733409

CALCULATED PROPERTIES

• Acid pKa: 13.067356
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0994587
• LogD (pH = 7.4): 1.0994579
• Log P: 1.0994587
• Molar Refractivity: 66.9089 cm^3
• Polarizability: 26.566767 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 92-94 °C(lit.)
• Optical Rotation: [α]25/D -18°, c = 1 in methanol

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Linear Formula: CH3CH(OH)CH(NHCO2CH2C6H5)CO2CH3

DETAILS

Sigma Aldrich - 408581

Packaging
5 g in glass bottle