methyl 1-methoxycarbonyl-2-oxo-A-norolean-12-en-28-oate | 256514-64-4

• 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: methyl 1-methoxycarbonyl-2-oxo-A-norolean-12-en-28-oate
• 英文别名: dimethyl (3aR,5aR,5bS,7aS,11aS,13aR,13bR)-3,3,5a,5b,10,10,13b-heptamethyl-2-oxo-1,3a,4,5,6,7,8,9,11,11a,13,13a-dodecahydrocyclopenta[a]chrysene-1,7a-dicarboxylate
• CAS: 256514-64-4
• 化学式: C₃₂H₄₈O₅
• 分子量: 512.73
• InChiKey: MZRLCMICLPWJSC-VMBZKYPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.54
• 重原子数：
  37.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 1-methoxycarbonyl-2-oxo-A-norolean-12-en-28-oate 在 氢氧化钾 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 8.0h， 以90%的产率得到methyl 2-oxo-A-norolean-12-en-28-oate
  参考文献：
  名称：

  Synthesis of [2-13C]-oleanolic acid and [2-13C]-myricerone

  摘要：

  Synthetic way for C-13-labeled oleanolic acid I and myricerone 2 has been developed, starting from the parent 1 and 2. The procedure involves ring opening and closure of the A rings of these oleanane triterpenes. C-13 was introduced into the 2-position by C-13-MeLi as an isotope source. Chelation controlled addition of methyllithium to alpha-hydoxypentanone 11 is a common crucial step for labeling of 1 and 2, and judicious choice of protecting groups is essential for 2. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00975-8
• 作为产物：
  描述：

  3-氧代-12-烯-28-齐墩果酸 在 potassium tert-butylate 、 双氧水 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 、 苯 为溶剂， 反应 25.5h， 生成 methyl 1-methoxycarbonyl-2-oxo-A-norolean-12-en-28-oate
  参考文献：
  名称：

  Synthesis of [2-13C]-oleanolic acid and [2-13C]-myricerone

  摘要：

  Synthetic way for C-13-labeled oleanolic acid I and myricerone 2 has been developed, starting from the parent 1 and 2. The procedure involves ring opening and closure of the A rings of these oleanane triterpenes. C-13 was introduced into the 2-position by C-13-MeLi as an isotope source. Chelation controlled addition of methyllithium to alpha-hydoxypentanone 11 is a common crucial step for labeling of 1 and 2, and judicious choice of protecting groups is essential for 2. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00975-8