pentafluorophenyl (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 139172
• Molecular Formular: C30H20F5NO4
• Molecular Mass: 553.476116
• Monoisotopic Mass: 553.13124923
• SMILES: c1ccc(cc1)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)Cc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C30H20F5NO4/c31-23-24(32)26(34)28(27(35)25(23)33)40-29(37)22(14-16-8-2-1-3-9-16)36-30(38)39-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,36,38)/t22-/m0/s1
• InChIKey: WKHPSOMXNCTXPK-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentafluorophenyl (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: pentafluorophenyl (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoate
• Synonyms: N-(9-Fluorenylmethoxycarbonyl)-L-phenylalanine pentafluorophenyl ester; Fmoc-L-phenylalanine pentafluorophenyl ester; Fmoc-Phe-OPfp; N-芴甲氧羰基-L-苯丙氨酸五氟苯酯; Fmoc-L-苯丙氨酸五氟苯酯

Database IDs

• CAS Number: 86060-92-6
• MDL Number: MFCD00065669
• Beilstein Number: 4241247
• PubChem SID: 24859895; 162233420; 24871042
• PubChem CID: 2733280

CALCULATED PROPERTIES

• Acid pKa: 10.726564
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 7.219003
• LogD (pH = 7.4): 7.2188244
• Log P: 7.2190056
• Molar Refractivity: 134.8248 cm^3
• Polarizability: 51.86318 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 149-151 °C(lit.)
• Optical Rotation: [α]20/D -20°, 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: 2-8°C

Product Information

• Purity: ≥96.0%
• Empirical Formula (Hill Notation): C30H20F5NO4

DETAILS

Sigma Aldrich - 47474

Packaging
5 g in poly bottle