Combinatorial solid-phase synthesis of hapalosin mimetics

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 - 1520-4766

VL - 2

SP - 143

EP - 150

JO - Journal of Combinatorial Chemistry

JF - Journal of Combinatorial Chemistry

IS - 2

ER -