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

• ChemBase ID: 70219
• Molecular Formular: C11H13NO5
• Molecular Mass: 239.22462
• Monoisotopic Mass: 239.07937252
• SMILES: C(=O)([C@@H](CO)NC(=O)OCc1ccccc1)O
• Canonical SMILES: OC[C@H](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)/t9-/m1/s1
• InChIKey: GNIDSOFZAKMQAO-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoic acid
• Synonyms: Cbz-D-Ser-OH; N-Cbz-D-serine; Z-D-Ser-OH; N-Benzyloxycarbonyl-D-serine; N-苄氧羰基-D-丝氨酸

Database IDs

• CAS Number: 6081-61-4
• MDL Number: MFCD00063144
• Beilstein Number: 2058313
• PubChem SID: 162035942
• PubChem CID: 489184

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: 116-119°C
• Optical Rotation: -6 (c=7 in acetic acid)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false; 否

Product Information

• Purity: 95+%; 98+%