(+)-Fluorenylethylchloroformate (FLEC) - improved synthesis for application in chiral analysis and peptidomimetic synthesis

Michelle Ang Camerino, David Kenneth Chalmers, Philip Thompson

Research output: Contribution to journalArticleResearchpeer-review

5 Citations (Scopus)

Abstract

An efficient synthesis of the enantiomers of fluorenylethylchloroformate (FLEC) has been achieved that allows the routine application of the reagent for the resolution of chiral amines including unusual amino acids. The utility of the fluorenylethoxycarbonyl (Feoc) group as a chiral Fmoc equivalent, for combined resolution and protection of amino acids, in solid phase peptide synthesis is also shown.
Original languageEnglish
Pages (from-to)2571 - 2573
Number of pages3
JournalOrganic and Biomolecular Chemistry
Volume11
Issue number16
DOIs
Publication statusPublished - 2013

Cite this

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title = "(+)-Fluorenylethylchloroformate (FLEC) - improved synthesis for application in chiral analysis and peptidomimetic synthesis",
abstract = "An efficient synthesis of the enantiomers of fluorenylethylchloroformate (FLEC) has been achieved that allows the routine application of the reagent for the resolution of chiral amines including unusual amino acids. The utility of the fluorenylethoxycarbonyl (Feoc) group as a chiral Fmoc equivalent, for combined resolution and protection of amino acids, in solid phase peptide synthesis is also shown.",
author = "Camerino, {Michelle Ang} and Chalmers, {David Kenneth} and Philip Thompson",
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publisher = "The Royal Society of Chemistry",
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(+)-Fluorenylethylchloroformate (FLEC) - improved synthesis for application in chiral analysis and peptidomimetic synthesis. / Camerino, Michelle Ang; Chalmers, David Kenneth; Thompson, Philip.

In: Organic and Biomolecular Chemistry, Vol. 11, No. 16, 2013, p. 2571 - 2573.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - (+)-Fluorenylethylchloroformate (FLEC) - improved synthesis for application in chiral analysis and peptidomimetic synthesis

AU - Camerino, Michelle Ang

AU - Chalmers, David Kenneth

AU - Thompson, Philip

PY - 2013

Y1 - 2013

N2 - An efficient synthesis of the enantiomers of fluorenylethylchloroformate (FLEC) has been achieved that allows the routine application of the reagent for the resolution of chiral amines including unusual amino acids. The utility of the fluorenylethoxycarbonyl (Feoc) group as a chiral Fmoc equivalent, for combined resolution and protection of amino acids, in solid phase peptide synthesis is also shown.

AB - An efficient synthesis of the enantiomers of fluorenylethylchloroformate (FLEC) has been achieved that allows the routine application of the reagent for the resolution of chiral amines including unusual amino acids. The utility of the fluorenylethoxycarbonyl (Feoc) group as a chiral Fmoc equivalent, for combined resolution and protection of amino acids, in solid phase peptide synthesis is also shown.

UR - http://pubs.rsc.org/en/content/articlelanding/2013/ob/c3ob40218e

U2 - 10.1039/c3ob40218e

DO - 10.1039/c3ob40218e

M3 - Article

VL - 11

SP - 2571

EP - 2573

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 16

ER -