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Heterospirocyclic 3-Amino-2H-azirines as Convenient Building Blocks in Peptide Synthesis


Strässler, Christoph; Heimgartner, Heinz (2019). Heterospirocyclic 3-Amino-2H-azirines as Convenient Building Blocks in Peptide Synthesis. Heterocycles, 99(1):446.

Abstract

Heterospirocyclic 3-amino-2H-azirines with a tetrahydropyran (Thp), tetrahydrothiopyran (Tht), or N-protected piperidine (Pip) moiety are useful reagents for the preparation of peptides containing the corresponding six-membered heterocyclic 4-amino-4-carboxylic acid unit. In the present study, tripeptides of the type H-Asp-D-Ala-Xaa-OMe, where Xaa is the heterocyclic amino acid, were prepared according to the ‘azirine/oxazolone method’.

Abstract

Heterospirocyclic 3-amino-2H-azirines with a tetrahydropyran (Thp), tetrahydrothiopyran (Tht), or N-protected piperidine (Pip) moiety are useful reagents for the preparation of peptides containing the corresponding six-membered heterocyclic 4-amino-4-carboxylic acid unit. In the present study, tripeptides of the type H-Asp-D-Ala-Xaa-OMe, where Xaa is the heterocyclic amino acid, were prepared according to the ‘azirine/oxazolone method’.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Analytical Chemistry
Life Sciences > Pharmacology
Physical Sciences > Organic Chemistry
Language:English
Date:1 January 2019
Deposited On:31 Oct 2018 15:09
Last Modified:15 Apr 2020 21:42
Publisher:Elsevier
ISSN:0385-5414
OA Status:Green
Publisher DOI:https://doi.org/10.3987/COM-18-S(F)41

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