105751-13-1

Basic information

• Product Name: FMOC-SER(TBU)-OPFP
• Synonyms: N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-T-BUTYL-L-SERINE PENTAFLUORPHENOL ESTER;FMOC-SER(TBU)-OPFP;FMOC-SERINE(TBU)-OPFP;FMOC-L-SER(TBU)-OPFP;FMOC-O-TERT-BUTYL-L-SERINE PENTAFLUOROPHENYL ESTER;FMOC-O-T-BUTYL-L-SERINE PENTAFLUOROPHENYL ESTER;FMOC-O-TERT-BUTYL-L-SERINE PENTAFLUORO-PHENYL ESTER, TECHN 90+% (HPLC);(S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxypropanoate
• CAS NO: 105751-13-1
• Molecular Formula: C₂₈H₂₄F₅NO₅
• Molecular Weight: 549.49
• Product Categories: Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 105751-13-1.mol

Chemical Properties

• Melting Point: 67-71℃
• Boiling Point: 628.165 °C at 760 mmHg
• Flash Point: 333.702 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 1.08E-15mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: 2-8°C
• PKA: 9.82±0.46(Predicted)
• CAS DataBase Reference: FMOC-SER(TBU)-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-SER(TBU)-OPFP(105751-13-1)
• EPA Substance Registry System: FMOC-SER(TBU)-OPFP(105751-13-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 105751-13-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
FMOC-SER(TBU)-OPFP is used as a building block for the synthesis of peptides and peptide derivatives, which are essential components in the development of various pharmaceutical drugs. The protected amino acid allows for the controlled assembly of peptide sequences through stepwise addition, enabling the creation of complex and biologically active molecules.
Used in Research and Development:
In the field of research and development, FMOC-SER(TBU)-OPFP serves as a valuable tool for the synthesis of novel peptide-based compounds with potential applications in various therapeutic areas. The compound can be used to explore new drug candidates, study protein-protein interactions, and develop targeted drug delivery systems.
Used in Chemical Synthesis:
FMOC-SER(TBU)-OPFP is also used as a reactant in the synthesis of various chemical compounds, including those with potential applications in materials science, agrochemicals, and other industries. The compound's unique structure and protecting groups make it a versatile building block for the development of new molecules with specific properties and functions.

InChI:InChI=1/C28H24F5NO5/c1-28(2,3)38-13-19(26(35)39-25-23(32)21(30)20(29)22(31)24(25)33)34-27(36)37-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,34,36)/t19-/m0/s1

Upstream product

• 18822-58-7 (S)-O-tert-butylserine 
• 88744-04-1 (9-fluorenyl)methyl pentafluorophenyl carbonate 
• 71989-33-8 Fmoc-Ser(tBu)-OH 
• 244633-31-6 pentafluorophenyl 4-nitrobenzenesulfonate 
• 771-61-9 2,3,4,5,6-pentafluorophenol 

Downstream Products

• 86061-05-4 N^α-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester 
• 1334511-57-7 N-(9-fluorenylmethoxycarbonyl)-O⁽³⁾-tert-butyl-L-seryl-N-ethyl-S-triphenylmethyl-L-cysteine 
• 160410-55-9 N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-serine pentafluorophenyl ester 
• 160410-57-1 O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester 
• 141462-11-5 N^α-(9H-fluoren-9-yl)methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-serine pentafluorophenyl ester 
• 129398-80-7 Fmoc--Ser-O-Pfp 

Relevant articles and documents

New solid support for the synthesis of 3′-oligonucleotide conjugates through glyoxylic oxime bond formation

(Chemical Equation Presented) A novel solid support 1 was synthesized to incorporate glyoxylic aldehyde functionality at the oligonucleotide 3′-terminus. 6-mer and 11-mer oligonucleotide sequences containing 3′-glyoxylic aldehyde functionality were prepar

Synthesis of aryl esters of protected amino acids from aryl sulfonates

Aryl esters of Boc- and Fmoc-protected amino acids derived from electron-deficient phenols have been prepared in good yields from aryl 4- nitrobenzenesulfonates in the presence of 1-hydroxy-benzotriazole as catalyst.

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.