A Selective Deprotection Strategy for the Construction of trans-2-Aminocyclopropanecarboxylic Acid Derived Peptides

Thomas Boddaert; James E. Taylor; Steven D. Bull; David J. Aitken

doi:10.1021/acs.orglett.8b03533

A Selective Deprotection Strategy for the Construction of trans-2-Aminocyclopropanecarboxylic Acid Derived Peptides

Thomas Boddaert, James E. Taylor, Steven D. Bull, David J. Aitken

Department of Chemistry

Université Paris-Saclay

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

6 Citations (SciVal)

Abstract

A procedure allowing access to unprecedented tripeptides containing a trans-2-aminocyclopropanecarboxylic acid residue in their central position has been established. The key features of the strategy are the use of a masked trans-2-aminocyclopropanecarboxylic acid monomer equivalent for C-terminal coupling and full N-Boc protection of all amide groups until the final step.

Original language	English
Pages (from-to)	100-103
Number of pages	4
Journal	Organic Letters
Volume	21
Issue number	1
Early online date	17 Dec 2018
DOIs	https://doi.org/10.1021/acs.orglett.8b03533
Publication status	Published - 4 Jan 2019

Funding

We would like to thank COST (Action CM0803) for a Short Term Scientific Mission grant to J.E.T. We are grateful to R. Guillot (Services Communs, ICMMO) for the X-ray diffraction analysis.

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.8b03533

Cite this

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abstract = "A procedure allowing access to unprecedented tripeptides containing a trans-2-aminocyclopropanecarboxylic acid residue in their central position has been established. The key features of the strategy are the use of a masked trans-2-aminocyclopropanecarboxylic acid monomer equivalent for C-terminal coupling and full N-Boc protection of all amide groups until the final step.",

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AU - Bull, Steven D.

AU - Aitken, David J.

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AB - A procedure allowing access to unprecedented tripeptides containing a trans-2-aminocyclopropanecarboxylic acid residue in their central position has been established. The key features of the strategy are the use of a masked trans-2-aminocyclopropanecarboxylic acid monomer equivalent for C-terminal coupling and full N-Boc protection of all amide groups until the final step.

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A Selective Deprotection Strategy for the Construction of trans-2-Aminocyclopropanecarboxylic Acid Derived Peptides

Abstract

Funding

ASJC Scopus subject areas

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