methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate

• ChemBase ID: 149638
• Molecular Formular: C12H15NO5
• Molecular Mass: 253.2512
• Monoisotopic Mass: 253.09502259
• SMILES: COC(=O)[C@@H](CO)NC(=O)OCc1ccccc1
• Canonical SMILES: OC[C@H](C(=O)OC)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C12H15NO5/c1-17-11(15)10(7-14)13-12(16)18-8-9-5-3-2-4-6-9/h2-6,10,14H,7-8H2,1H3,(H,13,16)/t10-/m1/s1
• InChIKey: CINAUOAOVQPWIB-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate
• IUPAC Traditional name: methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate
• Synonyms: N-Z-D-serine methyl ester; (R)-Methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate; N-Z-D-丝氨酸甲酯

Database IDs

• CAS Number: 93204-36-5
• MDL Number: MFCD00799501
• PubChem SID: 24870853; 162243801
• PubChem CID: 11821096

CALCULATED PROPERTIES

• Acid pKa: 13.012634
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.6828836
• LogD (pH = 7.4): 0.68288267
• Log P: 0.6828836
• Molar Refractivity: 62.4901 cm^3
• Polarizability: 24.739225 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 41-43 °C(lit.)
• Boiling Point: 170 °C/0.01 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]25/D +15°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 95+%
• Linear Formula: HOCH2CH(NHCO2CH2C6H5)CO2CH3

DETAILS

Sigma Aldrich - 472964

Packaging
1 g in glass bottle