(1R,3aS,5S,7aR)-5-(4,4-diethoxy-1-hydroxymetylcyclohexyl)-7a-methylperhydroinden-1,3a-diol | 500758-12-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: (1R,3aS,5S,7aR)-5-(4,4-diethoxy-1-hydroxymetylcyclohexyl)-7a-methylperhydroinden-1,3a-diol
• 英文别名: (1R,3aS,5S,7aR)-5-[4,4-diethoxy-1-(hydroxymethyl)cyclohexyl]-7a-methyl-2,3,4,5,6,7-hexahydro-1H-indene-1,3a-diol
• CAS: 500758-12-3
• 化学式: C₂₁H₃₈O₅
• 分子量: 370.53
• InChiKey: FLNWIJMQXQVPAJ-XFKSJGNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,3aS,5S,7aR)-5-(4,4-diethoxy-1-hydroxymetylcyclohexyl)-7a-methylperhydroinden-1,3a-diol 在 吡啶 、 sodium tetrahydroborate 、 4 A molecular sieve 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (3aS,5S,7aS)-5-[(1-tert-butyldimethylsiloxymethyl-4-hydroxy)cyclohexyl]-3a-hydroxy-7a-methylperhydroinden-1-one
  参考文献：
  名称：

  Synthesis of B,B-dinor-B-secosteroids as potential cardenolide analogues

  摘要：

  A novel chemical construction of B,B-dinor-B-secosteroids as simplified cardenolide analogs, starting from the Hajos-Parrish diketone was developed. The synthesis of the equivalent of the steroid A ring was carried out through a Diels-Alder reaction between an appropriate hydroindenyl acrylate derivative and Danishefsky's diene. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01361-3
• 作为产物：
  描述：

  ethyl 1-[(3aS,5S,7aS)-(3a-hydroxy-7a-methyl-1-oxoperhydroinden-5-yl)]-4-oxocyclohex-2-enecarboxylate 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 以 乙醚 为溶剂， 20.0 ℃ 、202.65 kPa 条件下， 反应 0.75h， 生成 (1R,3aS,5S,7aR)-5-(4,4-diethoxy-1-hydroxymetylcyclohexyl)-7a-methylperhydroinden-1,3a-diol
  参考文献：
  名称：

  Synthesis of B,B-dinor-B-secosteroids as potential cardenolide analogues

  摘要：

  A novel chemical construction of B,B-dinor-B-secosteroids as simplified cardenolide analogs, starting from the Hajos-Parrish diketone was developed. The synthesis of the equivalent of the steroid A ring was carried out through a Diels-Alder reaction between an appropriate hydroindenyl acrylate derivative and Danishefsky's diene. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01361-3