(2S)-3-(4-{[bis(benzyloxy)phosphoryl]oxy}phenyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 156260
• Molecular Formular: C38H34NO8P
• Molecular Mass: 663.652221
• Monoisotopic Mass: 663.20220368
• SMILES: c1ccc(cc1)COP(=O)(OCc1ccccc1)Oc1ccc(cc1)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)OP(=O)(OCc1ccccc1)OCc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C38H34NO8P/c40-37(41)36(39-38(42)44-26-35-33-17-9-7-15-31(33)32-16-8-10-18-34(32)35)23-27-19-21-30(22-20-27)47-48(43,45-24-28-11-3-1-4-12-28)46-25-29-13-5-2-6-14-29/h1-22,35-36H,23-26H2,(H,39,42)(H,40,41)/t36-/m0/s1
• InChIKey: JSTYRDUOBZALLV-BHVANESWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(4-{[bis(benzyloxy)phosphoryl]oxy}phenyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-{4-[(dibenzyloxyphosphoryl)oxy]phenyl}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-Tyr(PO3Bzl2)-OH; Nα-Fmoc-O-[bis(benzyloxy)phosphoryl]-L-tyrosine; Nα-芴甲氧羰基-O-[双(苄氧基)磷酰基]-L-酪氨酸

Database IDs

• CAS Number: 134150-51-9
• MDL Number: MFCD01863045
• Beilstein Number: 4285612
• PubChem SID: 162250398
• PubChem CID: 15672979

CALCULATED PROPERTIES

• Acid pKa: 3.4492645
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.9086866
• LogD (pH = 7.4): 4.559154
• Log P: 7.9490805
• Molar Refractivity: 180.2397 cm^3
• Polarizability: 71.78057 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: powder (amorphous)
• Optical Rotation: [α]20/D +33.0±2°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)
• Grade: technical
• Empirical Formula (Hill Notation): C38H34NO8P

DETAILS

Sigma Aldrich - 47564

Other Notes
Building block for the synthesis of peptides with O-phospho-L-tyrosine1