2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoic acid

• ChemBase ID: 119219
• Molecular Formular: C11H13NO5
• Molecular Mass: 239.22462
• Monoisotopic Mass: 239.07937252
• SMILES: C(NC(=O)OCc1ccccc1)(C(=O)O)CO
• Canonical SMILES: OCC(C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C11H13NO5/c13-6-9(10(14)15)12-11(16)17-7-8-4-2-1-3-5-8/h1-5,9,13H,6-7H2,(H,12,16)(H,14,15)
• InChIKey: GNIDSOFZAKMQAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoic acid
• IUPAC Traditional name: 2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoic acid
• Synonyms: 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoic acid; N-Cbz-DL-serine; Z-DL-Ser-OH; N-Cbz-L-Serine; N-Cbz-DL-丝氨酸

Database IDs

• CAS Number: 2768-56-1; 1145-80-8
• EC Number: 220-455-0
• MDL Number: MFCD00002662; MFCD00063143
• Beilstein Number: 3593625
• PubChem SID: 24893124; 162102969
• PubChem CID: 76007

CALCULATED PROPERTIES

• Acid pKa: 3.5838287
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.3739644
• LogD (pH = 7.4): -2.8116252
• Log P: 0.53698957
• Molar Refractivity: 57.721 cm^3
• Polarizability: 22.675972 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 124-126 °C(lit.)

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: 98%; 99%
• Linear Formula: HOCH2CH(NHCO2CH2C6H5)CO2H

DETAILS

Sigma Aldrich - C9004

Packaging
25 g in poly bottle