dimethyl 15-hydroxymethylene-19-isopropyl-5,9-dimethyl-16-oxopentacyclo[10.5.2.0^1,10.0^4,9.0^13,17]nonadec-18-ene-5,13-dicarboxylate | 735269-19-9

• 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: dimethyl 15-hydroxymethylene-19-isopropyl-5,9-dimethyl-16-oxopentacyclo[10.5.2.0^1,10.0^4,9.0^13,17]nonadec-18-ene-5,13-dicarboxylate
• CAS: 735269-19-9
• 化学式: C₂₉H₄₀O₆
• 分子量: 484.633
• InChiKey: RYMDLXCFWPNSAE-BKWLRSEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  35.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  89.9
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  dimethyl 15-hydroxymethylene-19-isopropyl-5,9-dimethyl-16-oxopentacyclo[10.5.2.0^1,10.0^4,9.0^13,17]nonadec-18-ene-5,13-dicarboxylate 在 盐酸羟胺 、 sodium acetate 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 1.0h， 以73%的产率得到dimethyl 22-isopropyl-5,9-dimethyl-17-oxa-18-azahexacyclo[10.8.2.0^1,10.0^4,9.0^13,20.0^15,19]docosa-15,18,21-triene-5,13-dicarboxylate
  参考文献：
  名称：

  Synthesis of 1,6-Dihydro- and 4-(4-Nitrophenyl)-1,2,3,4-tetrahydropyrimidine, 1H- and 1-Phenyl-1H-pyrazole, and Isoxazole Derivatives on the Basis of Cyclopentanonopimaric Acid

  摘要：

  Reactions of cyclopentanonopimaric acid dimethyl ester with phosphoryl chloride, ethyl formate, and p-nitrobenzaldehyde afforded Delta(15(16))-16-formyl-15-chloro, 16-hydroxymethylene-15-oxo, and 16-nitrobenzylidene-15-oxo derivatives which were subjected to heterocyclizations to obtain new diterpene pyrimidine, pyrazole, and oxazole derivatives.

  DOI：

  10.1023/b:rujo.0000010227.97769.26
• 作为产物：
  描述：

  甲酸乙酯 、 dimethyl (17S)-19-isopropyl-5,9-dimethyl-16-oxopentacyclo[10.5.2.0^1,10.0^4,9.0^13,17]nonadec-18-ene-5,13-dicarboxylate 在 sodium methylate 作用下， 以 苯 为溶剂， 反应 19.0h， 以90%的产率得到dimethyl 15-hydroxymethylene-19-isopropyl-5,9-dimethyl-16-oxopentacyclo[10.5.2.0^1,10.0^4,9.0^13,17]nonadec-18-ene-5,13-dicarboxylate
  参考文献：
  名称：

  Synthesis of 1,6-Dihydro- and 4-(4-Nitrophenyl)-1,2,3,4-tetrahydropyrimidine, 1H- and 1-Phenyl-1H-pyrazole, and Isoxazole Derivatives on the Basis of Cyclopentanonopimaric Acid

  摘要：

  Reactions of cyclopentanonopimaric acid dimethyl ester with phosphoryl chloride, ethyl formate, and p-nitrobenzaldehyde afforded Delta(15(16))-16-formyl-15-chloro, 16-hydroxymethylene-15-oxo, and 16-nitrobenzylidene-15-oxo derivatives which were subjected to heterocyclizations to obtain new diterpene pyrimidine, pyrazole, and oxazole derivatives.

  DOI：

  10.1023/b:rujo.0000010227.97769.26