一步合成3-酮-Δ4,6甾体化合物

邓霞飞;冯长根;张同斌;杨艳青

中国药学杂志 ›› 2007, Vol. 42 ›› Issue (07) : 548-549.

中国药学杂志
中国药学杂志 ›› 2007, Vol. 42 ›› Issue (07) : 548-549.
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一步合成3-酮-Δ4,6甾体化合物

  • 邓霞飞;冯长根;张同斌;杨艳青
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One-Step Synthesis of 3-oxo-Δ4,6 Steroids

  • DENG Xia-fei1，FENG Chang-gen1，ZHANG Tong-bin2，YANG Yan-qing2
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摘要

目的研究用3-羟基-Δ5甾体化合物为原料合成3-酮-Δ4,6甾体化合物。方法利用溴、溴化锂和助催化剂吡啶方法同时进行氧化脱氢。结果得到目标化合物,精品收率达60%以上。结论用该法收率高,成本低且一步合成。

Abstract

OBJECTIVE To study the synthetic process for 3-oxo-Δ4,6 steroids using 3-hydroxy-Δ5 steroids as starting materials.METHODS Using the bromine, the lithium bromide and the promoter pyridine carried out the oxidized dehydrogenation.RESULTS The target compound was obtained and purified yield was over 60%.CONCLUSION The process provides high yields with inexpensive cost and has one-step synthesis.

关键词

3-羟基-Δ5甾体化合物 / 3-酮-Δ4 / 6甾体化合物 / 一步合成

Key words

3-hydroxy-Δ5 steroids / 3-oxo-Δ4 / 6 steroids / one-step synthesis

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邓霞飞;冯长根;张同斌;杨艳青. 一步合成3-酮-Δ4,6甾体化合物[J]. 中国药学杂志, 2007, 42(07): 548-549
DENG Xi-fei;FENG Chng-gen;ZHNG Tong-in;YNG Yn-qing. One-Step Synthesis of 3-oxo-Δ4,6 Steroids [J]. Chinese Pharmaceutical Journal, 2007, 42(07): 548-549

参考文献

[1］FRANZ S，AMENDOLLA C，ROSENKRANZ G.Δ4，6-Dien-3-ones[J］. J Am Chem Soc， 1953，75：5932-5935 [2］KENRO S，KENGO K.Nobuhiro hagiwara manufacture of Δ4，6-3-oxosteroids[P］. JP 20，823(66) 1964-01-08 (CA 1967，66：55645g). [3］JOYCE F. Grunwell，Harvey D benson antiprogestational agents. The synthesis of 7-alkyl steroidal ketones with anti-implantational and antidecidual activity [J］. Steroids，1975，27：759-771. [4］WIELAND P，ANNER G.Synthese Von 7α-Methylstron[J］. Helv Chim Acta，1967，50：289-296. [5］HUGH L，DRYDEN J R，MAX J，et al.Novel Process for 3-oxo-Δ4，6 steroids：USA，3270008[P］.1966-08-30.

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