(4S,6S)-6-[(1S)-1-[(3S,5S,6R,7R,8R,9S,10R,13S,14S)-3-[tert-butyl(diphenyl)silyl]oxy-6,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4-propan-2-yloxan-2-one | 733000-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (4S,6S)-6-[(1S)-1-[(3S,5S,6R,7R,8R,9S,10R,13S,14S)-3-[tert-butyl(diphenyl)silyl]oxy-6,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4-propan-2-yloxan-2-one
• CAS: 733000-94-7
• 化学式: C₄₅H₆₄O₅Si
• 分子量: 713.086
• InChiKey: GSILWTPYJWWJAV-TUFMMHQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.07
• 重原子数：
  51
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4S,6S)-6-[(1S)-1-[(3S,5S,6R,7R,8R,9S,10R,13S,14S)-3-[tert-butyl(diphenyl)silyl]oxy-6,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4-propan-2-yloxan-2-one 在 platinum on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 以0.038 g的产率得到(4S,6S)-6-{(S)-1-[(3S,5S,6R,7R,8S,9S,10R,13R,14S,17R)-3-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethyl}-4-isopropyl-tetrahydro-pyran-2-one
  参考文献：
  名称：

  Synthesis of potentially anti-inflammatory IPL576,092-contignasterol and IPL576,092-manoalide hybrids

  摘要：

  The synthesis of two potentially anti-inflammatory steroidal hybrid compounds has been accomplished through a 16- and 17-step sequence, respectively, starting from commercially available androst-5-en-3beta-ol-17-one. The synthetic strategies are based both on stereoselective side chains elaboration and high yielding functional group transformations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.04.084
• 作为产物：
  描述：

  在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以70%的产率得到(4S,6S)-6-[(1S)-1-[(3S,5S,6R,7R,8R,9S,10R,13S,14S)-3-[tert-butyl(diphenyl)silyl]oxy-6,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4-propan-2-yloxan-2-one
  参考文献：
  名称：

  Synthesis of potentially anti-inflammatory IPL576,092-contignasterol and IPL576,092-manoalide hybrids

  摘要：

  The synthesis of two potentially anti-inflammatory steroidal hybrid compounds has been accomplished through a 16- and 17-step sequence, respectively, starting from commercially available androst-5-en-3beta-ol-17-one. The synthetic strategies are based both on stereoselective side chains elaboration and high yielding functional group transformations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.04.084