(1S)-1-((4S,5R)-5-((S)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-ene-1,2-diol | 1018751-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S)-1-((4S,5R)-5-((S)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-ene-1,2-diol
• CAS: 1018751-19-3
• 化学式: C₁₉H₂₈O₆
• 分子量: 352.428
• InChiKey: MNKSSVHMAYEMHI-RKSHBFDDSA-N

反应信息

• 作为反应物：
  描述：

  (1S)-1-((4S,5R)-5-((S)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-ene-1,2-diol 在 碳酸氢钠 、 臭氧 、 二甲基硫 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 9.0h， 以67%的产率得到(4R,5S)-dihydro-5-((4R,5R)-5-((R)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-hydroxyfuran-2(3H)-one
  参考文献：
  名称：

  Stereoselective Total Synthesis of (+)-Cardiobutanolide

  摘要：

  Stereoselective synthesis of styryllactone (+)-cardiobutanolide was accomplished in good overall yield from D-(-)-tartaric acid. Key features of the synthesis include the elaboration of a gamma-hydroxy butyramide obtained from the dimethylarnide of tartaric acid, involving a combination of the addition of 1,3-dithian-2-yllithium and stereoselective reduction.

  DOI：

  10.1021/jo7025614
• 作为产物：
  描述：

  ((1S)-2-hydroxy-1-((4S,5R)-5-((R)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-enyloxy)(tert-butyl)dimethylsilaneacetaldehyde 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到(1S)-1-((4S,5R)-5-((S)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-ene-1,2-diol
  参考文献：
  名称：

  Stereoselective Total Synthesis of (+)-Cardiobutanolide

  摘要：

  Stereoselective synthesis of styryllactone (+)-cardiobutanolide was accomplished in good overall yield from D-(-)-tartaric acid. Key features of the synthesis include the elaboration of a gamma-hydroxy butyramide obtained from the dimethylarnide of tartaric acid, involving a combination of the addition of 1,3-dithian-2-yllithium and stereoselective reduction.

  DOI：

  10.1021/jo7025614