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

• ChemBase ID: 152541
• Molecular Formular: C27H22F5NO4
• Molecular Mass: 519.459896
• Monoisotopic Mass: 519.14689929
• SMILES: CC[C@H](C)[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)Oc1c(F)c(F)c(c(c1F)F)F)NC(=O)OCC1c2ccccc2c2c1cccc2)C
• InChI: InChI=1S/C27H22F5NO4/c1-3-13(2)24(26(34)37-25-22(31)20(29)19(28)21(30)23(25)32)33-27(35)36-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18,24H,3,12H2,1-2H3,(H,33,35)/t13-,24-/m0/s1
• InChIKey: FYZSBHSHLNJGPS-RZFZLAGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentafluorophenyl (2S,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylpentanoate
• IUPAC Traditional name: pentafluorophenyl (2S,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylpentanoate
• Synonyms: Fmoc-L-isoleucine pentafluorophenyl ester; Fmoc-Ile-OPfp; Fmoc-L-异亮氨酸五氟苯酯

Database IDs

• CAS Number: 86060-89-1
• MDL Number: MFCD00077063
• Beilstein Number: 4221390
• PubChem SID: 162246686; 24871032
• PubChem CID: 13585947

CALCULATED PROPERTIES

• Acid pKa: 10.681074
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.8947406
• LogD (pH = 7.4): 6.8945417
• Log P: 6.894743
• Molar Refractivity: 123.8024 cm^3
• Polarizability: 47.857445 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C27H22F5NO4