(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-((S)-2,2-dibenzyl-[1,3]dioxolan-4-yl)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester | 167611-79-2

• 分子结构分类: 有机化合物
• 英文名称: (1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-((S)-2,2-dibenzyl-[1,3]dioxolan-4-yl)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester
• CAS: 167611-79-2
• 化学式: C₃₃H₄₀O₈Si
• 分子量: 592.761
• InChiKey: FSEOTVWVUYUUIR-RFQWPUQQSA-N

反应信息

• 作为反应物：
  描述：

  (1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-((S)-2,2-dibenzyl-[1,3]dioxolan-4-yl)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以82%的产率得到(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-((S)-2,2-dibenzyl-[1,3]dioxolan-4-yl)-7-oxa-bicyclo[2.2.1]hept-2-ene-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Enhancement of diastereofacial selectivity by protecting groups: Asymmetric Diels-Alder reactions of 2-siloxyfurans derived from L-Ascorbic acid

  摘要：

  DOI：

  10.1016/0040-4039(95)00056-i
• 作为产物：
  描述：

  5-((S)-2,2-Dibenzyl-[1,3]dioxolan-4-yl)-5H-furan-2-one 、 tert-Butyl-[5-((S)-2,2-dibenzyl-[1,3]dioxolan-4-yl)-furan-2-yloxy]-dimethyl-silane 在 tris{3-(heptafluoropropylhydroxymethylene)-(+)-camphorato}europium(III) 作用下， 以 neat (no solvent) 为溶剂， 反应 22.0h， 生成 (1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-((S)-2,2-dibenzyl-[1,3]dioxolan-4-yl)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester 、 (1R,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-4-((S)-2,2-dibenzyl-[1,3]dioxolan-4-yl)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Enhancement of diastereofacial selectivity by protecting groups: Asymmetric Diels-Alder reactions of 2-siloxyfurans derived from L-Ascorbic acid

  摘要：

  DOI：

  10.1016/0040-4039(95)00056-i