(2S)-4-{[(benzyloxy)carbonyl]amino}-2-hydroxybutanoic acid

• ChemBase ID: 150782
• Molecular Formular: C12H15NO5
• Molecular Mass: 253.2512
• Monoisotopic Mass: 253.09502259
• SMILES: c1ccc(cc1)COC(=O)NCC[C@@H](C(=O)O)O
• Canonical SMILES: O=C(OCc1ccccc1)NCC[C@@H](C(=O)O)O
• InChI: InChI=1S/C12H15NO5/c14-10(11(15)16)6-7-13-12(17)18-8-9-4-2-1-3-5-9/h1-5,10,14H,6-8H2,(H,13,17)(H,15,16)/t10-/m0/s1
• InChIKey: ULKOBRDRCYROKY-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-{[(benzyloxy)carbonyl]amino}-2-hydroxybutanoic acid
• IUPAC Traditional name: (2S)-4-{[(benzyloxy)carbonyl]amino}-2-hydroxybutanoic acid
• Synonyms: (S)-(+)-Z-4-Amino-2-hydroxybutyric acid; 2-羟基-4-苄氧羰酰氨基丁酸

Database IDs

• CAS Number: 40371-50-4
• EC Number: 254-892-3
• MDL Number: MFCD00209957
• PubChem SID: 24877941; 162244942
• PubChem CID: 2733930

CALCULATED PROPERTIES

• Acid pKa: 3.4583015
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.4347757
• LogD (pH = 7.4): -2.7904754
• Log P: 0.59694934
• Molar Refractivity: 62.5864 cm^3
• Polarizability: 24.499193 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-78 °C(lit.)
• Optical Rotation: [α]20/D +10°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: C6H5CH2OCONH(CH2)2CH(OH)CO2H

DETAILS

Sigma Aldrich - 533106

Packaging
5, 25 g in glass bottle