SYNTHESIS OF 1α,25-DIHYDROXY-2β-(3-HYDROXYPROPOXY)VITAMIN D3 (ELDECALCITOL) AND RELATED COMPOUNDS BY THE TROST CONVERGENT METHODOLOGY

被引：8

作者：

Kubodera, Noboru ^{[1
]}

Hatakeyama, Susumi ^{[2
]}

机构：

[1] Chugai Pharmaceut Co Ltd, Chuo Ku, Tokyo 1038324, Japan

[2] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan

来源：

HETEROCYCLES | 2009年 / 79卷

关键词：

Active Vitamin D-3 Analog; Calcitriol; 1; alpha; 25-Dihydroxy-2 beta-(3-hydroxypropoxy)vitamin D-3; Eldecalcitol; Trost Convergent Methodology; VITAMIN-D ANALOGS; BONE-MINERAL LOSS; PARATHYROID-HORMONE SECRETION; OVARIECTOMIZED RATS; 1-ALPHA; 25-DIHYDROXYVITAMIN D-3; OSTEOPOROTIC PATIENTS; BIOLOGICAL EVALUATION; POTENT SUPPRESSOR; D-RIBONOLACTONE; D METABOLITES;

D O I：

10.3987/REV-08-SR(D)3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Using Trost convergent methodology, the synthesis of 1 alpha,25-dihydroxy-2 beta-(3-hydroxypropoxy)vitamin D-3 (eldecalcitol) for the improved and industrial scale production and related putative metabolites of eldecalcitol is summarized. In addition, A-ring diastereomers at the 1- and 3-positions of eldecalcitol are described. The synthesis centers on a key palladium-catalyzed alkylative cyclization and coupling of ene-ynes that constitute the A-ring fragment to bromomethylenes comprising the C/D-ring fragment which affords the requisite triene framework of vitamin D-3 analogs.

引用

页码：145 / 162

页数：18

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