N-ethoxycarbonyl-17α-methylaminomethylandrost-5-ene-3β,17β-diol | 69269-08-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: N-ethoxycarbonyl-17α-methylaminomethylandrost-5-ene-3β,17β-diol
• 英文别名: ethyl N-[[(3S,8R,9S,10R,13S,14S,17S)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]methyl]-N-methylcarbamate
• CAS: 69269-08-5
• 化学式: C₂₄H₃₉NO₄
• 分子量: 405.578
• InChiKey: PNQLWVZTZZQUHT-FSSNKTKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  70
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-ethoxycarbonyl-17α-methylaminomethylandrost-5-ene-3β,17β-diol 在 氢氧化钾 、 环己酮 、 aluminum isopropoxide 、 四氯苯醌 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 16.5h， 生成 3-Oxo-androsta-4,6-diene-17S-spiro-5'-(2'-oxo-3'-methyl)oxazolidine
  参考文献：
  名称：

  Synthesis of new spiro-steroids, II: Steroid-17-spiro-oxazolidinones*1

  摘要：

  New, potential aldosterone blocking 17-spiro-oxazolidinone derivatives with androstane, estrane and 13 beta-ethyl-gonane ring system were synthesized. 17S-Spiro-oxiranes were used as starting compounds and the oxazolidinone ring was built up in different ways. All compounds but one were devoid of considerable endocrine activities. 3-Oxo-13 beta-ethyl-gona-4,9(10),11-triene-17S-spiro-5'-(2'-oxo-3'-methyl)oxazolidine shows significant antiandrogen activity on s.c., but none on p.o. administration.

  DOI：

  10.1016/0039-128x(80)90138-5
• 作为产物：
  描述：

  3β-hydroxyspiro 在 对甲苯磺酸 作用下， 生成 N-ethoxycarbonyl-17α-methylaminomethylandrost-5-ene-3β,17β-diol
  参考文献：
  名称：

  Synthesis of new spiro-steroids, II: Steroid-17-spiro-oxazolidinones*1

  摘要：

  New, potential aldosterone blocking 17-spiro-oxazolidinone derivatives with androstane, estrane and 13 beta-ethyl-gonane ring system were synthesized. 17S-Spiro-oxiranes were used as starting compounds and the oxazolidinone ring was built up in different ways. All compounds but one were devoid of considerable endocrine activities. 3-Oxo-13 beta-ethyl-gona-4,9(10),11-triene-17S-spiro-5'-(2'-oxo-3'-methyl)oxazolidine shows significant antiandrogen activity on s.c., but none on p.o. administration.

  DOI：

  10.1016/0039-128x(80)90138-5

文献信息

• Novel steroidspirooxazolidines and process for their preparation
  申请人：Richter Gedeon Vegyeszet, Gyar RT

  公开号：US04180505A1

  公开（公告）日：1979-12-25

  The invention relates to novel spirooxazolidines represented by the formula I ##STR1## wherein R.sub.1 is alkyl having from 1 to 4 carbon atoms; R.sub.2 is hydrogen, alkyl having from 1 to 4 carbon atoms, alkenyl having from 1 to 4 carbon atoms, or dialkylphosphinoxymethyl having in the alkyl moiety from 1 to 3 carbon atoms each; Z is one of the groups represented by the formulae III to XIV as subsequently defined therein.

  本发明涉及一种新型螺环氧杂环戊二烯，其结构如式I所示：##STR1##其中R1为具有1至4个碳原子的烷基；R2为氢、具有1至4个碳原子的烷基、具有1至4个碳原子的烯基或二烷基膦氧甲基，其中烷基部分各具有1至3个碳原子；Z为随后定义的式III至XIV所示的任一组。
• US4180505A
  申请人：——

  公开号：US4180505A

  公开（公告）日：1979-12-25