86060-88-0

Basic information

• Product Name: FMOC-LEU-OPFP
• Synonyms: N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-LEUCINE PENTAFLUORPHENYL ESTER;N-ALPHA-FMOC-L-LEUCINE PENTAFLUOROPHENYL ESTER;FMOC-LEUCINE-OPFP;FMOC-LEU-OPFP;FMOC-L-LEU-OPFP;FMOC-L-LEUCINE PENTAFLUOROPHENYL ESTER;NALPHA-9-Fluorenylmethoxycarbonyl-L-leucine pentafluorophenyl ester;N-(9-fluorenylmethoxycarbonyl)-L-leucine pentafluorophenyl
• CAS NO: 86060-88-0
• Molecular Formula: C₂₇H₂₂F₅NO₄
• Molecular Weight: 519.46
• Product Categories: Amino Acid Derivatives;Amino Acids;Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 86060-88-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 101-115°C
• Boiling Point: 596.3 °C at 760 mmHg
• Flash Point: 314.5 °C
• Appearance: White/Powder
• Density: 1.35 g/cm³
• Refractive Index: 1.549
• Storage Temp.: 2-8°C
• PKA: 10.32±0.46(Predicted)
• BRN: 4731726
• CAS DataBase Reference: FMOC-LEU-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-LEU-OPFP(86060-88-0)
• EPA Substance Registry System: FMOC-LEU-OPFP(86060-88-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 86060-88-0(Hazardous Substances Data)

Usage

General Description

Fmoc-Leu-OPfp, also known as Fmoc-L-leucine pentafluorophenyl ester, is a chemical compound often used in peptide synthesis. The Fmoc group serves as a protective group for the amino acid Leucine during synthesis. The pentafluorophenyl ester (OPfp) acts as an activating group that aids the chemical reaction by allowing the amino acid to readily bond with other components. Fmoc-Leu-OPfp is widely used in pharmaceutical chemistry and biological research where peptide synthesis plays an essential role.

InChI:InChI=1/C27H22F5NO4/c1-13(2)11-19(26(34)37-25-23(31)21(29)20(28)22(30)24(25)32)33-27(35)36-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,33,35)/t19-/m0/s1

Upstream product

• 35661-60-0 Fmoc-Leu-OH 
• 96157-57-2 bis(pentafluorophenyl)sulfite 
• 88744-04-1 (9-fluorenyl)methyl pentafluorophenyl carbonate 
• 61-90-5 L-leucine 
• 771-61-9 2,3,4,5,6-pentafluorophenol 

Downstream Products

• 143038-54-4 Fmoc-Arg(Mtr)-Asp(OtBu)-Leu-Lys(Boc)-Gly-OBzl 
• 143038-51-1 H-Leu-Lys(Boc)-Gly-OBzl 
• 143038-53-3 H-Asp(OtBu)-Leu-Lys(Boc)-Gly-OBzl 
• 143038-50-0 Fmoc-Leu-Lys(Boc)-Gly-OBzl 
• 143038-52-2 Fmoc-Asp(OtBu)-Leu-Lys(Boc)-Gly-OBzl 
• 143063-34-7 Fmoc-Arg(Mtr)-Asp(OtBu)-Leu-Lys(Boc)-Gly-OH 
• 1146758-19-1 C₅₃H₇₁Cl₆N₉O₂₂S₂ 
• 1207188-92-8 N-(9-fluorenylmethoxycarbonyl)-L-leucyl-N-ethyl-S-triphenylmethyl-L-cysteine 
• 252570-76-6 C₇₄H₁₁₀N₂₀O₁₆S 
• 252570-77-7 C₇₄H₁₁₀N₂₀O₁₆S 
• 252570-75-5 C₆₆H₁₀₅N₁₉O₁₆S 
• 252570-74-4 C₇₁H₁₀₅N₁₉O₁₅S 
• 252570-79-9 C₈₂H₁₁₅N₂₁O₁₆S 
• 252570-73-3 C₆₉H₁₀₄N₁₈O₁₅S 

Relevant articles and documents

A new facile one-pot preparation of pentafluorophenyl (Pfp) and 3,4-dihydro-4-oxo-1,2,3-benzotriazine-3-yl (Dhbt) esters of Fmoc amino acids

A new one-pot procedure for the preparation of pentafluorophenyl and 3,4-dihydro-4-oxo-1,2,3-benzotriazine-3-yl esters of Nα-9-fluorenylmethyloxycarbonyl amino acids bearing no side chain protecting groups is described. The method gives the desired activated esters in high yield and purity without use of the highly allergenic DCC.

9-Fluorenylmethyl Pentafluorophenyl Carbonate as a Useful Reagent for the Preparation of N-9-Fluorenylmethyloxycarbonylamino Acids and their Pentafluorophenyl Esters

9-Fluorenylmethyl pentafluorophenyl carbonate is a useful reagent for the efficient, side reaction-free introduction of N-9-fluorenylmethyloxycarbonyl protecting group into amino acids and for the subsequent preparation of their pentafluorophenyl esters.Some new compounds of both types are described.