通过铃木-宫浦偶联反应高效合成1α,25-二羟基维生素D3及其类似物。

Efficient convergent synthesis of 1alpha,25-dihydroxyvitamin D3 and its analogues by Suzuki-Miyaura coupling.

作者信息

Hanazawa Takeshi, Koyama Akiko, Wada Takeshi, Morishige Eiko, Okamoto Sentaro, Sato Fumie

机构信息

Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501, Japan.

出版信息

Org Lett. 2003 Feb 20;5(4):523-5. doi: 10.1021/ol0274007.

DOI:10.1021/ol0274007

PMID:12583759

Abstract

[reaction: see text] 1alpha,25-Dihydroxyvitamin D(3) was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 1, which was efficiently prepared from readily available 1,7-enyne 2, with the corresponding boronate compound of the C,D-ring portion. The method was applied to prepare des-C,D analogues of 1alpha,25-dihydroxyvitamin D(3).

摘要

[反应：见正文] 1α,25-二羟基维生素D(3)是通过A环中间体1与C、D环部分的相应硼酸酯化合物进行铃木-宫浦偶联反应合成的，A环中间体1可由易得的1,7-烯炔2高效制备。该方法用于制备1α,25-二羟基维生素D(3)的去C、D类似物。