(2S,3R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid

• ChemBase ID: 152701
• Molecular Formular: C12H15NO5
• Molecular Mass: 253.2512
• Monoisotopic Mass: 253.09502259
• SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)OCc1ccccc1)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)[C@H](O)C)OCc1ccccc1
• InChI: InChI=1S/C12H15NO5/c1-8(14)10(11(15)16)13-12(17)18-7-9-5-3-2-4-6-9/h2-6,8,10,14H,7H2,1H3,(H,13,17)(H,15,16)/t8-,10+/m1/s1
• InChIKey: IPJUIRDNBFZGQN-SCZZXKLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid
• IUPAC Traditional name: (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid
• Synonyms: Z-Thr-OH; N-Benzyloxycarbonyl-L-threonine; N-Carbobenzyloxy-L-threonine; N-Cbz-L-threonine; Z-L-Threonine; Z-Thr-OH; N-苄氧羰基-L-苏氨酸; N-Cbz-L-苏氨酸; N-苄氧羰基-L-苏氨酸; Z-L-苏氨酸

Database IDs

• CAS Number: 19728-63-3
• EC Number: 243-258-1
• MDL Number: MFCD00065948
• Beilstein Number: 2335409
• PubChem SID: 162246844; 24890388
• PubChem CID: 88217

CALCULATED PROPERTIES

• Acid pKa: 3.6630292
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.880954
• LogD (pH = 7.4): -2.3664277
• Log P: 0.9535646
• Molar Refractivity: 62.1398 cm^3
• Polarizability: 24.499193 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 101-103 °C(lit.); 103-105°C
• Optical Rotation: -4.5 (c=4 in acetic acid)

Safety Information

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

Product Information

• Purity: ≥98.5% (T); 99%
• Linear Formula: CH3CH(OH)CH(NHCOOCH2C6H5)COOH

DETAILS

Sigma Aldrich - 97230

Packaging
5 g in glass bottle