pentafluorophenyl (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

• ChemBase ID: 152457
• Molecular Formular: C46H32F5N3O4
• Molecular Mass: 785.755996
• Monoisotopic Mass: 785.23129762
• SMILES: c1ccc(cc1)C(c1ccccc1)(c1ccccc1)n1cc(nc1)C[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)Oc1c(F)c(F)c(c(c1F)F)F)Cc1ncn(c1)C(c1ccccc1)(c1ccccc1)c1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C46H32F5N3O4/c47-38-39(48)41(50)43(42(51)40(38)49)58-44(55)37(53-45(56)57-26-36-34-22-12-10-20-32(34)33-21-11-13-23-35(33)36)24-31-25-54(27-52-31)46(28-14-4-1-5-15-28,29-16-6-2-7-17-29)30-18-8-3-9-19-30/h1-23,25,27,36-37H,24,26H2,(H,53,56)/t37-/m0/s1
• InChIKey: BEYCFWPYIFVBLO-QNGWXLTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentafluorophenyl (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate
• IUPAC Traditional name: pentafluorophenyl (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[1-(triphenylmethyl)imidazol-4-yl]propanoate
• Synonyms: Nα-Fmoc-N(im)-trityl-L-histidine pentafluorophenyl ester; Fmoc-His(Trt)-OPfp; Nα-Fmoc-N(im)-三苯甲基-L-组氨酸五氟苯酯

Database IDs

• CAS Number: 109434-24-4
• MDL Number: MFCD00065653
• Beilstein Number: 8890096
• PubChem SID: 162246602; 24871048
• PubChem CID: 13968103

CALCULATED PROPERTIES

• Acid pKa: 11.026424
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 9.89574
• LogD (pH = 7.4): 10.487256
• Log P: 10.51099
• Molar Refractivity: 207.1487 cm^3
• Polarizability: 79.06662 Å^3
• Polar Surface Area: 82.45 Å^2
• Rotatable Bonds: 13
• 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: ≥75% (TLC)
• Grade: technical
• Impurities: ~1 mol/mol cyclohexane; ~1 mol/mol pentalfuorophenol
• Empirical Formula (Hill Notation): C46H32F5N3O4

DETAILS

Sigma Aldrich - 47477

Packaging
5 g in poly bottle