Synfacts 2021; 17(12): 1411
DOI: 10.1055/s-0040-1720002
Peptide Chemistry

Propargyl Pentafluorophenyl Carbonate as a Coupling Reagent for Peptide Synthesis

Hisashi Yamamoto
Isai Ramakrishna
Bhat RG, Kérourédan E, Porhiel E, Chandrasekaran S. * Indian Institute of Science, Bangalore, India
Synthesis and Applications of Propargyl Pentafluorophenyl Carbonate for Peptide Synthesis.

Tetrahedron Lett. 2002;
43: 2467-2469
DOI: 10.1016/S0040-4039(02)00287-3.


Developing new coupling reagents that are efficient, sustainable, reduce the number of reaction steps, and minimize waste production is a significant topic in peptide chemistry. In 2002, Chandrasekaran and co-workers invented propargyl pentafluorophenyl carbonate (Poc-OPfp), an efficient reagent for synthesizing N-propargyl amino acids, and described its application in peptide synthesis.



Poc-OPfp was synthesized by the reaction of propargyl chloroformate with pentafluorophenol and used for the synthesis of various N-Poc amino acids and peptides in excellent yields.


Publication History

Publication Date:
17 November 2021 (online)

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