(1SR,2RS,3RS,6SR,7SR,8RS,9RS,10SR,13RS,14SR)-Dimethyl-4,5-bismethylene-15-oxahexacyclo[6.6.1.1^3,6.0^2,7.0^9,14]heptadeca-1,8-dicarboxylate | 372164-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (1SR,2RS,3RS,6SR,7SR,8RS,9RS,10SR,13RS,14SR)-Dimethyl-4,5-bismethylene-15-oxahexacyclo[6.6.1.1^3,6.0^2,7.0^9,14]heptadeca-1,8-dicarboxylate
• 英文别名: dimethyl (1S,2R,3S,6R,7S,8R,9R,10S,13R,14S)-4,5-dimethylidene-15-oxahexacyclo[6.6.1.13,6.110,13.02,7.09,14]heptadecane-1,8-dicarboxylate
• CAS: 372164-66-4
• 化学式: C₂₂H₂₆O₅
• 分子量: 370.445
• InChiKey: KFQBSCBRBFLNCI-FVBKOTJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  双酮酞嗪 、 (1SR,2RS,3RS,6SR,7SR,8RS,9RS,10SR,13RS,14SR)-Dimethyl-4,5-bismethylene-15-oxahexacyclo[6.6.1.1^3,6.0^2,7.0^9,14]heptadeca-1,8-dicarboxylate 以 二氯甲烷 为溶剂， 以96%的产率得到(1RS,16SR,17RS,18SR,19SR,20RS,23SR,24RS,25RS,26SR)-Dimethyl-4,13-diaza-28-oxa-nonacyclo[14.10.1.1^18,25.1^20,23.0^2,5.0^4,13.0^6,11.0^17,26.0^19,24]nonacosa-2(15),6,8,10-tetraen-5,12-dione-18,25-dicarboxylate
  参考文献：
  名称：

  Incorporation of a Molecular Hinge into Molecular Tweezers by Using Tandem Cycloadditions onto 5,6-Dimethylenenorbornene

  摘要：

  Site-selective 1.3-dipolar coupling at the norbornene pi -bond of 5,6-dimethylenenorbornene I yields cycloadducts with an end-fused 1.3-diene system which have been reacted with N=N (or C=C) dienophiles to produce ribbon molecules. in which the internal diazacyclohexene (or cyclohexene) subunits are capable of acting as conformational hinges. Direct coupling of 5,6-dimethylene- norbornene with 1.3,4-oxadiazoles or dual coupling with bis(cyclobutene epoxides) afforded bis(1,3-dienes) that diastereoselectively react with dienophiles to produce new. conformationally mobile. molecular tweezers.

  DOI：

  10.1002/1521-3765(20010803)7:15<3406::aid-chem3406>3.0.co;2-m
• 作为产物：
  描述：

  Dimethyl-tricyclo[4.2.1.0^2,5]nona-3-ene-3,4-dicarboxylate 在 叔丁基过氧化氢 、 甲基锂 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (1SR,2RS,3RS,6SR,7SR,8RS,9RS,10SR,13RS,14SR)-Dimethyl-4,5-bismethylene-15-oxahexacyclo[6.6.1.1^3,6.0^2,7.0^9,14]heptadeca-1,8-dicarboxylate
  参考文献：
  名称：

  Incorporation of a Molecular Hinge into Molecular Tweezers by Using Tandem Cycloadditions onto 5,6-Dimethylenenorbornene

  摘要：

  Site-selective 1.3-dipolar coupling at the norbornene pi -bond of 5,6-dimethylenenorbornene I yields cycloadducts with an end-fused 1.3-diene system which have been reacted with N=N (or C=C) dienophiles to produce ribbon molecules. in which the internal diazacyclohexene (or cyclohexene) subunits are capable of acting as conformational hinges. Direct coupling of 5,6-dimethylene- norbornene with 1.3,4-oxadiazoles or dual coupling with bis(cyclobutene epoxides) afforded bis(1,3-dienes) that diastereoselectively react with dienophiles to produce new. conformationally mobile. molecular tweezers.

  DOI：

  10.1002/1521-3765(20010803)7:15<3406::aid-chem3406>3.0.co;2-m