Total synthesis of (4R,5S,6E,14S)- and (4R,5S,6E,14R)-cystothiazoles F

被引：5
|
作者：
Akita, Hiroyuki
Iwaki, Yuki
Kato, Keisuke
Qi, Jianhua
Ojika, Makoto
机构：
[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 2748510, Japan
[2] Novartis Pharma KK, Res Inst, Tsukuba, Ibaraki 3002611, Japan
[3] Nagoya Univ, Grad Sch Bioagricultural Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan
来源：
TETRAHEDRON-ASYMMETRY | 2007年 / 18卷 / 04期
关键词：
D O I：
10.1016/j.tetasy.2007.02.011
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Total synthesis of (4R,5S,6E,14S)- and (4R,5S,6E,14R)-cystothiazoles F 3 was achieved from the chiral bithiazole-type primary alcohols [(S)- and (R)-4-ethoxycarbonyl-2'-(1-hydroxymethylethyl)-2,4'-bithiazoles 8], which were obtained based on the enzymatic resolution of racemic alcohol 8 and its acetate 9. From a direct comparison by means of chiral HPLC between natural cystothiazole F 3 and synthetic compounds [(4R,5S,6E,14S)- and (4R,5S,6E,14R)-cystothiazoles 3], natural cystothiazole F 3 was found to be a 33:67 diastereomeric mixture [(4R,5S,6E,14S)-3:(4R,5S,6E,14R)-3 = 33:67]. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：513 / 519
页数：7
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