(E)-methyl 3-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)propanoate | 1001019-79-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (E)-methyl 3-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)propanoate
• 英文别名: methyl (3E)-3-[(2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydroinden-1-ylidene]propanoate
• CAS: 1001019-79-9
• 化学式: C₁₆H₂₀O₄
• 分子量: 276.332
• InChiKey: LEYPXOBPYVCVHC-JMUVQBKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  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 、 氯苯 为溶剂， 反应 0.33h， 生成 (1R,1'S,2'R,3'S,5S)-methyl 3',5'-dimethoxy-2'-methyl-2',3'-dihydrospiro[bicyclo[3.2.1]octa[3,6]dien-2,1'-indene]-4-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
• 作为产物：
  描述：

  (5R,6S,E)-methyl 6-(2-bromo-5-methoxyphenyl)-6-methoxy-5-methylhex-3-enoate 在 palladium diacetate 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以61%的产率得到(E)-methyl 3-((2R,3S)-3,5-dimethoxy-2-methyl-2,3-dihydro-1H-inden-1-ylidene)propanoate
  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.