Microwave assisted chemoselective organocatalytic peptide alcohol synthesis from C-terminal amide

Kishore Thalluri; Ashim Paul; Srinivasa Rao Manne; Dharm Dev; Bhubaneswar Mandal

doi:10.1039/c4ra09091h

Microwave assisted chemoselective organocatalytic peptide alcohol synthesis from C-terminal amide

Kishore Thalluri, Ashim Paul, Srinivasa Rao Manne, Dharm Dev, Bhubaneswar Mandal^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

The synthesis of peptide alcohols from peptides bearing C-terminal amide using β-aminoalcohols is achieved by a simple, efficient, racemization-free (<1.5%), and chemoselective transformation in the presence of cost-effective PTSA (para-toluenesulfonic acid) under microwave irradiation. Peptide alcohols can be synthesized by a standard solid phase peptide synthesis protocol obviating the need for specially designed resin.

Original language	English
Pages (from-to)	47841-47847
Number of pages	7
Journal	RSC Advances
Volume	4
Issue number	88
DOIs	https://doi.org/10.1039/c4ra09091h
State	Published - 2014
Externally published	Yes

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10.1039/c4ra09091h

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abstract = "The synthesis of peptide alcohols from peptides bearing C-terminal amide using β-aminoalcohols is achieved by a simple, efficient, racemization-free (<1.5%), and chemoselective transformation in the presence of cost-effective PTSA (para-toluenesulfonic acid) under microwave irradiation. Peptide alcohols can be synthesized by a standard solid phase peptide synthesis protocol obviating the need for specially designed resin.",

author = "Kishore Thalluri and Ashim Paul and Manne, {Srinivasa Rao} and Dharm Dev and Bhubaneswar Mandal",

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AU - Paul, Ashim

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AU - Dev, Dharm

AU - Mandal, Bhubaneswar

N1 - Publisher Copyright: © the Partner Organisations 2014.

PY - 2014

Y1 - 2014

N2 - The synthesis of peptide alcohols from peptides bearing C-terminal amide using β-aminoalcohols is achieved by a simple, efficient, racemization-free (<1.5%), and chemoselective transformation in the presence of cost-effective PTSA (para-toluenesulfonic acid) under microwave irradiation. Peptide alcohols can be synthesized by a standard solid phase peptide synthesis protocol obviating the need for specially designed resin.

AB - The synthesis of peptide alcohols from peptides bearing C-terminal amide using β-aminoalcohols is achieved by a simple, efficient, racemization-free (<1.5%), and chemoselective transformation in the presence of cost-effective PTSA (para-toluenesulfonic acid) under microwave irradiation. Peptide alcohols can be synthesized by a standard solid phase peptide synthesis protocol obviating the need for specially designed resin.

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Microwave assisted chemoselective organocatalytic peptide alcohol synthesis from C-terminal amide

Abstract

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