(2S,3R)-3-{[(benzyloxy)(hydroxy)phosphoryl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid

• ChemBase ID: 157822
• Molecular Formular: C26H26NO8P
• Molecular Mass: 511.460301
• Monoisotopic Mass: 511.13960343
• SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)OP(=O)(O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@@H]([C@H](OP(=O)(OCc1ccccc1)O)C)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C26H26NO8P/c1-17(35-36(31,32)34-15-18-9-3-2-4-10-18)24(25(28)29)27-26(30)33-16-23-21-13-7-5-11-19(21)20-12-6-8-14-22(20)23/h2-14,17,23-24H,15-16H2,1H3,(H,27,30)(H,28,29)(H,31,32)/t17-,24+/m1/s1
• InChIKey: HOFDVXHILSPFNS-OSPHWJPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-{[(benzyloxy)(hydroxy)phosphoryl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• IUPAC Traditional name: (2S,3R)-3-{[benzyloxy(hydroxy)phosphoryl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• Synonyms: Fmoc-O-(benzylphospho)-L-threonine; Fmoc-Thr(PO3BzlH)-OH; N-芴甲氧羰基-O-(苄基磷酰基)-L-苏氨酸

Database IDs

• CAS Number: 175291-56-2
• MDL Number: MFCD00797870
• Beilstein Number: 7557104
• PubChem SID: 162251959; 24846404
• PubChem CID: 15224585

CALCULATED PROPERTIES

• Acid pKa: 1.8394346
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.1991951
• LogD (pH = 7.4): -1.3046234
• Log P: 4.39385
• Molar Refractivity: 130.5074 cm^3
• Polarizability: 52.40887 Å^3
• Polar Surface Area: 131.39 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

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: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C26H26NO8P