(1S,5R,6S)-methyl 6((E)-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)methyl)bicyclo[3.1.0]hex-2-ene-6-carboxylate | 1001019-94-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (1S,5R,6S)-methyl 6((E)-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)methyl)bicyclo[3.1.0]hex-2-ene-6-carboxylate
• 英文别名: methyl (1R,5S,6R)-6-[(E)-[(2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydroinden-1-ylidene]methyl]bicyclo[3.1.0]hex-2-ene-6-carboxylate
• CAS: 1001019-94-8
• 化学式: C₂₁H₂₄O₄
• 分子量: 340.419
• InChiKey: DXBUFOHEGOCTJI-APUOMWMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-methyl 3-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)propanoate 、 环戊二烯 在 dirhodium tetraacetate 作用下， 以 正己烷 为溶剂， 生成 (1S,5R,6S)-methyl 6((E)-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)methyl)bicyclo[3.1.0]hex-2-ene-6-carboxylate 、 (1R,5S,6R)-methyl 6((E)-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)methyl)bicyclo[3.1.0]hex-2-ene-6-carboxylate
  参考文献：
  名称：

  Preparation of Alkylidene Indane and Related Scaffolds and Their Further Elaboration to Novel Chemotypes

  摘要：

  Alkylidene indane and ring-expanded scaffolds have been prepared using an enantioselective crotylation/Heck cyclization sequence. Further diversification using consecutive cyclopropanation-Cope rearrangement affords novel chemotypes including spiroindane frameworks.

  DOI：

  10.1021/ol7023778

文献信息

• Preparation of Alkylidene Indane and Related Scaffolds and Their Further Elaboration to Novel Chemotypes
  作者：Sarathy Kesavan、James S. Panek、John A. Porco

  DOI：10.1021/ol7023778

  日期：2007.12.1

  Alkylidene indane and ring-expanded scaffolds have been prepared using an enantioselective crotylation/Heck cyclization sequence. Further diversification using consecutive cyclopropanation-Cope rearrangement affords novel chemotypes including spiroindane frameworks.