Combinatorial solid-phase synthesis of hapalosin mimetics

Jacob A. Olsen; Knud J. Jensen; John Nielsen

Combinatorial solid-phase synthesis of hapalosin mimetics

Jacob A. Olsen, Knud J. Jensen^*, John Nielsen

^*Corresponding author af dette arbejde

Kemisk Institut

16 Citationer (Scopus)

Abstract

The solid-phase synthesis of a small library of mimetics of the cyclic depsipeptide hapalosin is described. 3-Amino-4-hydroxy-5-nitrobenzoic acid was anchored through the anilino moiety to a backbone amide linker (BAL) handle support. Using chemoselective reactions and without the need for protecting group manipulations, the benzoic acid group was first amidated, then the aniline nitrogen was acylated, and finally the nitro group was reduced to an amine and acylated or reductively alkylated, to generate a 12-member library.

Originalsprog	Engelsk
Tidsskrift	Journal of Combinatorial Chemistry
Vol/bind	2
Udgave nummer	2
Sider (fra-til)	143-150
Antal sider	8
ISSN	1520-4766
Status	Udgivet - 1 mar. 2000

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Citationsformater

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title = "Combinatorial solid-phase synthesis of hapalosin mimetics",

abstract = "The solid-phase synthesis of a small library of mimetics of the cyclic depsipeptide hapalosin is described. 3-Amino-4-hydroxy-5-nitrobenzoic acid was anchored through the anilino moiety to a backbone amide linker (BAL) handle support. Using chemoselective reactions and without the need for protecting group manipulations, the benzoic acid group was first amidated, then the aniline nitrogen was acylated, and finally the nitro group was reduced to an amine and acylated or reductively alkylated, to generate a 12-member library.",

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TY - JOUR

T1 - Combinatorial solid-phase synthesis of hapalosin mimetics

AU - Olsen, Jacob A.

AU - Jensen, Knud J.

AU - Nielsen, John

PY - 2000/3/1

Y1 - 2000/3/1

N2 - The solid-phase synthesis of a small library of mimetics of the cyclic depsipeptide hapalosin is described. 3-Amino-4-hydroxy-5-nitrobenzoic acid was anchored through the anilino moiety to a backbone amide linker (BAL) handle support. Using chemoselective reactions and without the need for protecting group manipulations, the benzoic acid group was first amidated, then the aniline nitrogen was acylated, and finally the nitro group was reduced to an amine and acylated or reductively alkylated, to generate a 12-member library.

AB - The solid-phase synthesis of a small library of mimetics of the cyclic depsipeptide hapalosin is described. 3-Amino-4-hydroxy-5-nitrobenzoic acid was anchored through the anilino moiety to a backbone amide linker (BAL) handle support. Using chemoselective reactions and without the need for protecting group manipulations, the benzoic acid group was first amidated, then the aniline nitrogen was acylated, and finally the nitro group was reduced to an amine and acylated or reductively alkylated, to generate a 12-member library.

M3 - Journal article

AN - SCOPUS:0034150453

SN - 2156-8952

VL - 2

SP - 143

EP - 150

JO - ACS Combinatorial Science

JF - ACS Combinatorial Science

IS - 2

ER -

Combinatorial solid-phase synthesis of hapalosin mimetics

Abstract

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