(2S)-3-{[bis(benzyloxy)phosphoryl]oxy}-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 158258
• Molecular Formular: C22H28NO8P
• Molecular Mass: 465.433381
• Monoisotopic Mass: 465.15525349
• SMILES: CC(C)(C)OC(=O)N[C@@H](COP(=O)(OCc1ccccc1)OCc1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)COP(=O)(OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C22H28NO8P/c1-22(2,3)31-21(26)23-19(20(24)25)16-30-32(27,28-14-17-10-6-4-7-11-17)29-15-18-12-8-5-9-13-18/h4-13,19H,14-16H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
• InChIKey: KZUUIAQQHXTYFI-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{[bis(benzyloxy)phosphoryl]oxy}-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-[(dibenzyloxyphosphoryl)oxy]propanoic acid
• Synonyms: Nα-Boc-O-(dibenzylphospho)-L-serine; Boc-Ser(PO3Bzl2)-OH; Nα-Boc-O-(二苄基磷酸基)-L-丝氨酸

Database IDs

• CAS Number: 90013-45-9
• MDL Number: MFCD00080284
• Beilstein Number: 4278166
• PubChem SID: 162252394; 24845514
• PubChem CID: 14827484

CALCULATED PROPERTIES

• Acid pKa: 3.672656
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.122557
• LogD (pH = 7.4): 0.631494
• Log P: 3.9477777
• Molar Refractivity: 115.9767 cm^3
• Polarizability: 46.20456 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (TLC)
• Empirical Formula (Hill Notation): C22H28NO8P