(1R,4aR,7R,8aR,10aS)-1,4a,7-Trimethyl-6-methylsulfanyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1,7-dicarboxylic acid 1-methyl ester | 187722-26-5

• 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: (1R,4aR,7R,8aR,10aS)-1,4a,7-Trimethyl-6-methylsulfanyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1,7-dicarboxylic acid 1-methyl ester
• 英文别名: (2R,4bR,8R,8aS,10aR)-8-methoxycarbonyl-2,4b,8-trimethyl-3-methylsulfanyl-3,5,6,7,8a,9,10,10a-octahydro-1H-phenanthrene-2-carboxylic acid
• CAS: 187722-26-5
• 化学式: C₂₁H₃₂O₄S
• 分子量: 380.549
• InChiKey: SJGGHVDRAUPWEC-XCBPRFCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,4aR,7R,8aR,10aS)-1,4a,7-Trimethyl-6-methylsulfanyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1,7-dicarboxylic acid 1-methyl ester 在 sodium tetrahydroborate 、 氯甲酸乙酯 、 镍 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 (1R,4aR,7R,8aR,10aS)-7-Hydroxymethyl-1,4a,7-trimethyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Stereoselective Construction of C-13 Quaternary Carbon Unit of Isopimarane Diterpene and Its Synthetic Application to Isopimarol Diterpene

  摘要：

  Highly stereoselective construction of the C-13 quaternary carbon unit of isopimarane diterpene has been achieved by two consecutive alkylations of the tricyclic enone intermediate which was straightforwardly derived from the known decalone system. In addition, this procedure has been expanded to the general synthetic route to isopimarane diterpenes.

  DOI：

  10.1080/00397919708003329
• 作为产物：
  描述：

  methyl (1R,4aR,8aR,10aS)-1,4a-dimethyl-6-oxo-3,4,7,8,8a,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate 在 potassium tert-butylate 、 lithium diisopropyl amide 作用下， 生成 (1R,4aR,7R,8aR,10aS)-1,4a,7-Trimethyl-6-methylsulfanyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1,7-dicarboxylic acid 1-methyl ester
  参考文献：
  名称：

  Stereoselective Construction of C-13 Quaternary Carbon Unit of Isopimarane Diterpene and Its Synthetic Application to Isopimarol Diterpene

  摘要：

  Highly stereoselective construction of the C-13 quaternary carbon unit of isopimarane diterpene has been achieved by two consecutive alkylations of the tricyclic enone intermediate which was straightforwardly derived from the known decalone system. In addition, this procedure has been expanded to the general synthetic route to isopimarane diterpenes.

  DOI：

  10.1080/00397919708003329

文献信息

• Stereoselective Construction of C-13 Quaternary Carbon Unit of Isopimarane Diterpene and Its Synthetic Application to Isopimarol Diterpene
  作者：Young-Ger Suh、Ra-Ok Jun、Jae-Kyung Jung、Jae-Sang Ryu

  DOI：10.1080/00397919708003329

  日期：1997.2

  Highly stereoselective construction of the C-13 quaternary carbon unit of isopimarane diterpene has been achieved by two consecutive alkylations of the tricyclic enone intermediate which was straightforwardly derived from the known decalone system. In addition, this procedure has been expanded to the general synthetic route to isopimarane diterpenes.