• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

通过苄醇将7-甲基-6-脱氢睾酮醋酸酯选择性催化还原为7β-甲基睾酮醋酸酯。

Selective catalytic reduction of 7-methyl-6-dehydrotestosterone acetate to 7 beta-methyltestosterone acetate by benzyl alcohol.

作者信息

Chiu W H, Wolff M E

出版信息

Steroids. 1979 Sep;34(3):361-4. doi: 10.1016/0039-128x(79)90086-2.

DOI:10.1016/0039-128x(79)90086-2
PMID:494372
Abstract

Using benzyl alcohol as a hydrogen donor in the presence of Pd on charcoal, 7-methyl-6-dehydrotestosterone acetate was selectively reduced to 7 beta-methyltestosterone acetate in 90% yield. The addition of hydrogen atoms to the 6, 7 double bond proceeded from the less hindered alpha-face of the steroid molecule, giving rise to the 7 beta-methyl product. Gas chromatograph analysis indicated small amounts of the 7 alpha-methyl epimer, 7 beta-methyl-5 alpha-dihydrotestosterone acetate and the 5 beta-epimer. The 6,7 double bond was hydrogenated in preference to 4,5 double bond, although both are trisubstituted.

摘要

在钯炭存在下,以苯甲醇作为氢供体,7-甲基-6-脱氢睾酮乙酸酯被选择性还原为7β-甲基睾酮乙酸酯,产率为90%。氢原子加成到甾体分子6,7双键的过程是从位阻较小的α面进行的,生成7β-甲基产物。气相色谱分析表明存在少量的7α-甲基差向异构体、7β-甲基-5α-二氢睾酮乙酸酯和5β-差向异构体。尽管6,7双键和4,5双键都是三取代的,但6,7双键优先于4,5双键被氢化。

相似文献

1
Selective catalytic reduction of 7-methyl-6-dehydrotestosterone acetate to 7 beta-methyltestosterone acetate by benzyl alcohol.通过苄醇将7-甲基-6-脱氢睾酮醋酸酯选择性催化还原为7β-甲基睾酮醋酸酯。
Steroids. 1979 Sep;34(3):361-4. doi: 10.1016/0039-128x(79)90086-2.
2
Synthesis of deuterium labeled 17-methyl-testosterone.氘代17-甲基睾酮的合成。
Steroids. 1984 Sep;44(3):253-60. doi: 10.1016/0039-128x(84)90006-0.
3
Studies on anabolic steroids. V. Sequential reduction of methandienone and structurally related steroid A-ring substituents in humans: gas chromatographic-mass spectrometric study of the corresponding urinary metabolites.
J Chromatogr. 1991 Jan 2;562(1-2):323-40.
4
Metabolism of 17 alpha-methyl-5 alpha-dihydrotestosterone in the rabbit.17α-甲基-5α-二氢睾酮在兔体内的代谢
Steroids. 1982 May;39(5):509-16. doi: 10.1016/0039-128x(82)90051-4.
5
Synthesis and characterization by 1H and 13C nuclear magnetic resonance spectroscopy of 17 alpha-hexanoic derivatives of 5 alpha-dihydrotestosterone and testosterone.5α-二氢睾酮和睾酮的17α-己酸衍生物的合成及其通过1H和13C核磁共振光谱进行的表征
Steroids. 1992 Mar;57(3):122-34. doi: 10.1016/0039-128x(92)90070-p.
6
Synthesis and chemical reactions of the steroidal hormone 17α-methyltestosterone.甾体激素17α-甲基睾酮的合成与化学反应。
Steroids. 2016 Jan;105:68-95. doi: 10.1016/j.steroids.2015.11.004. Epub 2015 Dec 2.
7
On the mechanism of action of cytochrome P450: evaluation of hydrogen abstraction in oxygen-dependent alcohol oxidation.
Biochemistry. 1994 May 31;33(21):6442-9. doi: 10.1021/bi00187a008.
8
Gas-liquid chromatographic and difference spectrophotometric techniques for the determination of benzaldehyde in benzyl alcohol.用于测定苯甲醇中苯甲醛的气相色谱法和差示分光光度法。
J Pharm Biomed Anal. 1994 Jan;12(1):73-9. doi: 10.1016/0731-7085(94)80012-x.
9
Totally synthetic steroid hormones. XVII. Further studies on the synthesis of dl-18-methylandrostane and dl-18-methylpregnane derivatives.
J Med Chem. 1967 Sep;10(5):783-9. doi: 10.1021/jm00317a006.
10
16-oxygenation of 17 -methyltestosterone in rabbits.兔子体内17-甲基睾酮的16-羟化作用。
Biochem Pharmacol. 1970 Apr;19(4):1485-92. doi: 10.1016/0006-2952(70)90064-x.