benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate

• ChemBase ID: 140105
• Molecular Formular: C18H19NO5
• Molecular Mass: 329.34716
• Monoisotopic Mass: 329.12632271
• SMILES: c1ccc(cc1)COC(=O)[C@H](CO)NC(=O)OCc1ccccc1
• Canonical SMILES: OC[C@@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C18H19NO5/c20-11-16(17(21)23-12-14-7-3-1-4-8-14)19-18(22)24-13-15-9-5-2-6-10-15/h1-10,16,20H,11-13H2,(H,19,22)/t16-/m0/s1
• InChIKey: MHHDPGHZHFJLBZ-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate
• IUPAC Traditional name: benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate
• Synonyms: N-Cbz-L-serine benzyl ester; N-Z-L-Serine benzyl ester; Z-Ser-OBzl; N-Benzyloxycarbonyl-L-serine benzyl ester; N-Cbz-L-丝氨酸苄酯; N-苄氧羰基-L-丝氨酸苄酯

Database IDs

• CAS Number: 21209-51-8
• MDL Number: MFCD00037824
• PubChem SID: 162234349; 24877943
• PubChem CID: 6992970

CALCULATED PROPERTIES

• Acid pKa: 13.117952
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4073567
• LogD (pH = 7.4): 2.407356
• Log P: 2.4073567
• Molar Refractivity: 87.1027 cm^3
• Polarizability: 34.267094 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 82-84°C; 83-86 °C(lit.)
• Optical Rotation: [α]20/D +5°, c = 1 in chloroform

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: 97%; 99%
• Linear Formula: HOCH2CH(NHCO2CH2C6H5)CO2CH2C6H5

DETAILS

Sigma Aldrich - 533122

Packaging
1 g in glass bottle