(S)-6-((1S,2R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2-methyl-3-oxocyclopentyl)-4,6,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dioxolane]-5-carbaldehyde | 946848-73-3

• 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: (S)-6-((1S,2R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2-methyl-3-oxocyclopentyl)-4,6,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dioxolane]-5-carbaldehyde
• CAS: 946848-73-3
• 化学式: C₂₆H₄₀O₅Si
• 分子量: 460.686
• InChiKey: LVIPKCFLGUTKLY-KJWPAHLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.36
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-6-((1S,2R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2-methyl-3-oxocyclopentyl)-4,6,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dioxolane]-5-carbaldehyde 、 4-甲氧基苯基溴化镁 反应 10.0h， 以91%的产率得到
  参考文献：
  名称：

  Synthesis and SAR study of novel pseudo-steroids as potent and selective progesterone receptor antagonists

  摘要：

  Synthesis of novel 7-pseudo-steroids 1c has been achieved from trenbolone 3 via an efficient 14 step sequence with overall yields of 10-15%. Various substitutions were incorporated at both the aromatic side chain as well as the D ring. The orientation of aromatic side chain at C10 plays a crucial role for progesterone receptor (PR) activity. Compound 2a (T47D = 1 nM) with -NMe2 para to the aromatic group along with spirofurane groups in the D ring was the optimal substitution. All compounds were also evaluated for glucocorticoid receptor (GR) antagonist activities in vivo in a rat and found efficacious in uterine complement C3 assay via the oral route of administrations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.095
• 作为产物：
  描述：

  在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到(S)-6-((1S,2R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-2-methyl-3-oxocyclopentyl)-4,6,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dioxolane]-5-carbaldehyde
  参考文献：
  名称：

  Synthesis and SAR study of novel pseudo-steroids as potent and selective progesterone receptor antagonists

  摘要：

  Synthesis of novel 7-pseudo-steroids 1c has been achieved from trenbolone 3 via an efficient 14 step sequence with overall yields of 10-15%. Various substitutions were incorporated at both the aromatic side chain as well as the D ring. The orientation of aromatic side chain at C10 plays a crucial role for progesterone receptor (PR) activity. Compound 2a (T47D = 1 nM) with -NMe2 para to the aromatic group along with spirofurane groups in the D ring was the optimal substitution. All compounds were also evaluated for glucocorticoid receptor (GR) antagonist activities in vivo in a rat and found efficacious in uterine complement C3 assay via the oral route of administrations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.095