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Practical stereoselective synthesis of alpha-linked C-glucosamine propionic acid esters: conversion to GLA-60 derivatives.
Takanori Wakabayashi, Masao Shiozaki, Shin-ichi Kurakata
Exploratory Chemistry Research Laboratories, Sankyo Co. Ltd., Hiromachi 1-2-58, Shinagawa-ku, Tokyo 140-8710, Japan.
Carbohydrate research 2002 Feb 5Sizes of these terms reflect their relevance to your search.
Radical C-glycosylation of glucosamine derivatives by acrylic acid esters gave the corresponding 3-(alpha-C-glucosyl)-propionate derivatives in moderate yields. One of them was used as a versatile synthon for GLA-60 derivatives. However, the biological activity of these compounds as LPS-antagonists was disappointing.
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Takanori Wakabayashi, Masao Shiozaki, Shin-ichi Kurakata. Practical stereoselective synthesis of alpha-linked C-glucosamine propionic acid esters: conversion to GLA-60 derivatives. Carbohydrate research. 2002 Feb 5;337(2):97-104
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PMID: 11814441
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