Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides

A new synthesis of the important amino acid 2-aminosuberic acid from aspartic acid is reported. The methodology involves the alternate preparation of (S)-2-aminohept-6-enoate ester as a building block and its diversification through a cross-metathesis reaction to prepare the title compounds. The uti...

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Main Authors:	Shital Kumar Chattopadhyay, Suman Sil, Jyoti Prasad Mukherjee
Format:	Article
Language:	English
Published:	Beilstein-Institut 2017-10-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	α-amino acid catalysis chiral pool cross metathesis cyclic peptides
Online Access:	https://doi.org/10.3762/bjoc.13.214

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spelling	doaj-8216844c459e455dacaf01d11a74ddf22021-04-02T07:13:28ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-10-011312153215610.3762/bjoc.13.2141860-5397-13-214Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptidesShital Kumar Chattopadhyay0Suman Sil1Jyoti Prasad Mukherjee2Department of Chemistry, University of Kalyani, Kalyani - 741235, West Bengal, IndiaDepartment of Chemistry, University of Kalyani, Kalyani - 741235, West Bengal, IndiaDepartment of Chemistry, University of Kalyani, Kalyani - 741235, West Bengal, IndiaA new synthesis of the important amino acid 2-aminosuberic acid from aspartic acid is reported. The methodology involves the alternate preparation of (S)-2-aminohept-6-enoate ester as a building block and its diversification through a cross-metathesis reaction to prepare the title compounds. The utility of the protocol is demonstrated through the preparation of three suberic acid derivatives of relevance to the design and the synthesis of peptides of biological relevance.https://doi.org/10.3762/bjoc.13.214α-amino acidcatalysischiral poolcross metathesiscyclic peptides
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Shital Kumar Chattopadhyay Suman Sil Jyoti Prasad Mukherjee
spellingShingle	Shital Kumar Chattopadhyay Suman Sil Jyoti Prasad Mukherjee Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides Beilstein Journal of Organic Chemistry α-amino acid catalysis chiral pool cross metathesis cyclic peptides
author_facet	Shital Kumar Chattopadhyay Suman Sil Jyoti Prasad Mukherjee
author_sort	Shital Kumar Chattopadhyay
title	Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides
title_short	Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides
title_full	Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides
title_fullStr	Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides
title_full_unstemmed	Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides
title_sort	synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2017-10-01
description	A new synthesis of the important amino acid 2-aminosuberic acid from aspartic acid is reported. The methodology involves the alternate preparation of (S)-2-aminohept-6-enoate ester as a building block and its diversification through a cross-metathesis reaction to prepare the title compounds. The utility of the protocol is demonstrated through the preparation of three suberic acid derivatives of relevance to the design and the synthesis of peptides of biological relevance.
topic	α-amino acid catalysis chiral pool cross metathesis cyclic peptides
url	https://doi.org/10.3762/bjoc.13.214
work_keys_str_mv	AT shitalkumarchattopadhyay synthesisof2aminosubericacidderivativesascomponentsofsomehistonedeacetylaseinhibitingcyclictetrapeptides AT sumansil synthesisof2aminosubericacidderivativesascomponentsofsomehistonedeacetylaseinhibitingcyclictetrapeptides AT jyotiprasadmukherjee synthesisof2aminosubericacidderivativesascomponentsofsomehistonedeacetylaseinhibitingcyclictetrapeptides
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Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides

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