3,4-seco-3-(2-cyanoethylamino)-28-(2-cyanoethoxy)-4(23),20(29)-lupadiene | 1347705-20-7

• 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: 3,4-seco-3-(2-cyanoethylamino)-28-(2-cyanoethoxy)-4(23),20(29)-lupadiene
• 英文别名: 3-[3-[(3S,4S,5R,8R,9R,10R,13S,14R,15R)-13-(2-cyanoethoxymethyl)-4,9,10-trimethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propylamino]propanenitrile
• CAS: 1347705-20-7
• 化学式: C₃₆H₅₇N₃O
• 分子量: 547.868
• InChiKey: XYNAAWOHAYIIOT-RKDCUCDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.61
• 重原子数：
  40.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  68.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,4-seco-3-(2-cyanoethylamino)-28-(2-cyanoethoxy)-4(23),20(29)-lupadiene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到3,4-seco-3-(3-aminopropylamino)-28-hydroxy-4 (23),20(29)-lupadiene
  参考文献：
  名称：

  Synthesis of a-secomethylenamino- and substituted amidoximotriterpenoids

  摘要：

  Development of the functionalization of triterpenoids to A-secoamidoximes, A-secomethylenamines, and branched 3-(3-aminopropylamino)-3-(3-aminopropoxy)amidoximes is illustrated by the betulonic acid ketoxime. An effective way to get of the derivatives of 20,29-dihydrolupanes using diborane is suggested. The antiviral and antituberculosis activity data of some compounds are presented.

  DOI：

  10.1134/s1068162011050086
• 作为产物：
  描述：

  methyl (3S,4S,5R,8R,9R,10R,13S,14R,15R)-4-(2-cyanoethyl)-4,9,10-trimethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-13-carboxylate 在 lithium aluminium tetrahydride 、 potassium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 6.0h， 生成 3,4-seco-3-(2-cyanoethylamino)-28-(2-cyanoethoxy)-4(23),20(29)-lupadiene
  参考文献：
  名称：

  Synthesis of a-secomethylenamino- and substituted amidoximotriterpenoids

  摘要：

  Development of the functionalization of triterpenoids to A-secoamidoximes, A-secomethylenamines, and branched 3-(3-aminopropylamino)-3-(3-aminopropoxy)amidoximes is illustrated by the betulonic acid ketoxime. An effective way to get of the derivatives of 20,29-dihydrolupanes using diborane is suggested. The antiviral and antituberculosis activity data of some compounds are presented.

  DOI：

  10.1134/s1068162011050086