SYNTHESIS OF 10,15-[(C-13)2]-SQUALENE AND 10,15-[(C-13)2]-DL-SQUALENE OXIDE

被引：12

作者：

HOSHINO, T

WILLIAMS, HJ

SHISHIDO, K

SCOTT, AI

机构：

[1] TEXAS A&M UNIV SYST,DEPT CHEM,CTR BIOL NUCL MAGNET RESONANCE,COLLEGE STN,TX 77843

[2] NIIGATA UNIV,FAC AGR,DEPT AGR CHEM,NIIGATA 95021,JAPAN

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1990年 / 28卷 / 11期

关键词：

D O I：

10.1002/jlcr.2580281108

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

[3‐13C]‐Ethyl farnesoate was prepared by alkylating 3‐13C‐ethyl acetoacetate with geranyl bromide, followed by hydrolysis, decarboxylation and treatment with the anion of triethyl phosphonoacetate. The ester was reduced with LAH, brominated with CBr4/ϕ3P, and the farnesyl bromide coupled with CuI/Li‐pyrrolidine to produce [10,15‐13C2]‐squalene. Epoxidation was effected by treatment with NBS in aqueous THF, followed by K2CO3‐mediated HBr elimination. The overall yield of DL‐10,15‐[13C2]‐squalene‐2,3‐oxide was 1.6%. Copyright © 1990 John Wiley & Sons, Ltd.

引用

页码：1285 / 1292

页数：8