(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 | 733000-95-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (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
• CAS: 733000-95-8
• 化学式: C₄₅H₆₆O₅Si
• 分子量: 715.102
• InChiKey: REMJWFMYHODVLZ-WAMHCDCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.15
• 重原子数：
  51.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  75.99
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (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 在 吡啶 、 氢氟酸 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 73.5h， 生成 (3S,5S,6R,7R,8S,9S,10R,13R,14S,17R)-17-[(S)-1-((2S,4S)-6-Hydroxy-4-isopropyl-tetrahydro-pyran-2-yl)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,6,7-triol
  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：

  (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