86060-89-1

Basic information

• Product Name: FMOC-ILE-OPFP
• Synonyms: FMOC-ISOLEUCINE-OPFP;FMOC-ILE-OPFP;FMOC-L-ISOLEUCINE PENTAFLUOROPHENYL ESTER;N-ALPHA-FMOC-L-ISOLEUCINE PENTAFLUOROPHENYL ESTER;Fmoc-L-Ile-OPfp;NALPHA-9-Fluorenylmethoxycarbonyl-L-isoleucine pentafluorophenyl ester;N(fluorenylmethoxycarbonyl)-L-isoleucine pentafluorophenyl;(2S,3S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-methylpentanoate
• CAS NO: 86060-89-1
• Molecular Formula: C₂₇H₂₂F₅NO₄
• Molecular Weight: 519.46
• Product Categories: Amino Acids;Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 86060-89-1.mol

Chemical Properties

• Melting Point: 73-75℃
• Boiling Point: 596.3 °C at 760 mmHg
• Flash Point: 314.5 °C
• Appearance: white powder
• Density: 1.35 g/cm³
• Vapor Pressure: 3.47E-14mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: 2-8°C
• BRN: 4221390
• CAS DataBase Reference: FMOC-ILE-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ILE-OPFP(86060-89-1)
• EPA Substance Registry System: FMOC-ILE-OPFP(86060-89-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 86060-89-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
FMOC-ILE-OPFP is used as a chemical reagent for the synthesis of peptide chains, which are crucial in the development of various pharmaceutical products. Its role in solid phase peptide synthesis (SPPS) aids in the creation of biologically active peptides and contributes to the advancement of peptide-based drug therapies.
Used in Research and Development:
FMOC-ILE-OPFP is used as a research tool for studying the synthesis and properties of peptide chains. Its application in SPPS allows researchers to explore the potential of various peptide sequences and their interactions with other biomolecules, leading to a better understanding of protein functions and the development of novel therapeutic agents.
Used in Biochemistry and Molecular Biology:
FMOC-ILE-OPFP is used as a component in the synthesis of specific peptide sequences for various biochemical and molecular biology applications. Its role in the formation of proteins and the study of their functions helps researchers gain insights into the molecular mechanisms underlying various biological processes and diseases.

InChI:InChI=1/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

Upstream product

• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 71989-23-6 Fmoc-Ile-OH 
• 14533-84-7 pentafluorophenyl trifloroacetate 
• 73-32-5 L-isoleucine 

Downstream Products

• 439613-95-3 H-Phe-Val-Trp-Ile-NH₂ 
• 1334511-50-0 N-(9-fluorenylmethoxycarbonyl)-L-isoleucyl-N-ethyl-S-triphenyl-methyl-L-cysteine 
• 145790-78-9 H_.Val_.Gln_.Ala_.Ala_.Ile_.Asp_.Tyr_.Ile_.Asn_.Gly_.OH 

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.

PREPARATION OF PENTAFLUOROPHENYL ESTERS OF FMOC PROTECTED AMINO ACIDS WITH PENTAFLUOROPHENYL TRIFLUOROACETATE

A high yield procedure for the preparation of pentafluorophenyl esters of Nα-9-fluorenylmethyloxycarbonyl protected amino acids is described.The procedure utilizes pentafluorophenyl trifluoroacetate.

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.