19-Methyl-19-oxoandrost-5-ene-3β,17β-diyl bis(tert-butyldimethylsilyl ether) | 151771-89-0

• 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: 19-Methyl-19-oxoandrost-5-ene-3β,17β-diyl bis(tert-butyldimethylsilyl ether)
• 英文别名: 19-methyl-19-oxoandrost-5-en-3β,17β-diyl bis(tert-butyldimethylsilyl ether)；1-[(3S,8S,9S,10S,13S,14S,17S)-3,17-bis[[tert-butyl(dimethyl)silyl]oxy]-13-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-10-yl]ethanone
• CAS: 151771-89-0
• 化学式: C₃₂H₅₈O₃Si₂
• 分子量: 546.982
• InChiKey: WRUBTFRAGUYJMR-XXYMEPQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  19-Methyl-19-oxoandrost-5-ene-3β,17β-diyl bis(tert-butyldimethylsilyl ether) 在 氢氟酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以95%的产率得到19-methyl-19-oxoandrost-5-en-3β,17β-diol
  参考文献：
  名称：

  Synthesis of 10β-(1′-azirinyl)estr-4-en-3,17-dione as an aromatase inhibitor

  摘要：

  The novel 10 beta-(1'-azirinyl)estr-4-en-3,17-dione (10) has been synthesized from 19-methyl-19-methiodide salt intermediates 15 and 16 by a modified Neber reaction. Four other hitherto undescribed 10 beta-1'-azirinyl steroids 9, 12, 17, and 18 were also synthesized. Compound 10 inhibited human placental aromatase in vitro (IC50 value = 5.5 mu M) but was not as potent as the related (19R)-10 beta-aziridine (1).

  DOI：

  10.1016/0039-128x(95)00217-e
• 作为产物：
  描述：

  19-hydroxyandrost-5-ene-3β,17β-diyl diacetate 在 咪唑 、 氢氧化钾 、 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.08h， 生成 19-Methyl-19-oxoandrost-5-ene-3β,17β-diyl bis(tert-butyldimethylsilyl ether)
  参考文献：
  名称：

  Njar, Vincent C. O.; Safi, Elam; Silverton, J. V., Journal of the Chemical Society. Perkin transactions I, 1993, # 10, p. 1161 - 1168

  摘要：

  DOI：

文献信息

• Synthesis of 10β-(1′-azirinyl)estr-4-en-3,17-dione as an aromatase inhibitor
  作者：Vincent C.O. Njar、Jörg Düerkop、Rolf W. Hartmann

  DOI：10.1016/0039-128x(95)00217-e

  日期：1996.3

  The novel 10 beta-(1'-azirinyl)estr-4-en-3,17-dione (10) has been synthesized from 19-methyl-19-methiodide salt intermediates 15 and 16 by a modified Neber reaction. Four other hitherto undescribed 10 beta-1'-azirinyl steroids 9, 12, 17, and 18 were also synthesized. Compound 10 inhibited human placental aromatase in vitro (IC50 value = 5.5 mu M) but was not as potent as the related (19R)-10 beta-aziridine (1).
• Njar, Vincent C. O.; Safi, Elam; Silverton, J. V., Journal of the Chemical Society. Perkin transactions I, 1993, # 10, p. 1161 - 1168
  作者：Njar, Vincent C. O.、Safi, Elam、Silverton, J. V.、Robinson, Cecil H.

  DOI：——

  日期：——