dimethyl 3,4'-dimethyl-2,3'-dioxo-bicyclohexyl-6-ene-3,4'-dicarboxylate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl 3,4'-dimethyl-2,3'-dioxo-bicyclohexyl-6-ene-3,4'-dicarboxylate
• 英文别名: 3,4'-Dimethyl-2,3'-dioxobicyclohexyl-6-ene-3,4'-dicarboxylic acid, dimethyl ester；methyl 3-(4-methoxycarbonyl-4-methyl-3-oxocyclohexyl)-1-methyl-2-oxocyclohex-3-ene-1-carboxylate
• 化学式: C₁₈H₂₄O₆
• 分子量: 336.385
• InChiKey: DRBBZWUAXHGEEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  β-(iodomethyl)-γ-butyrolactone 、 1-Methyl-2-oxocyclohex-3-enecarboxylic acid, methyl ester 在 N,N-二甲基丙烯基脲 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以23%的产率得到dimethyl 3,4'-dimethyl-2,3'-dioxo-bicyclohexyl-6-ene-3,4'-dicarboxylate
  参考文献：
  名称：

  Asymmetric synthesis of a key synthetic precursor for(+)-strigol and sorgolactone

  摘要：

  En-route to non-racemic iodomethyl butyrolactone 23g a number of stereoselective 1,4-additions and reductions have been studied. The only satisfactory approach involved baker's yeast reduction (21c-->23c) as key step.

  DOI：

  10.1016/s0040-4020(01)81337-5

文献信息

• Asymmetric synthesis of a key synthetic precursor for(+)-strigol and sorgolactone
  作者：Josef Schröer、Peter Welzel

  DOI：10.1016/s0040-4020(01)81337-5

  日期：1994.1

  En-route to non-racemic iodomethyl butyrolactone 23g a number of stereoselective 1,4-additions and reductions have been studied. The only satisfactory approach involved baker's yeast reduction (21c-->23c) as key step.