[(1S,4R,6S,8R,9R,10R,12S)-6-phenyl-9-phenylmethoxy-10-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[6.3.1.04,12]dodecan-12-yl]methyl acetate | 1257640-22-4

• 分子结构分类: 有机化合物
• 英文名称: [(1S,4R,6S,8R,9R,10R,12S)-6-phenyl-9-phenylmethoxy-10-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[6.3.1.04,12]dodecan-12-yl]methyl acetate
• CAS: 1257640-22-4
• 化学式: C₃₃H₃₆O₇
• 分子量: 544.645
• InChiKey: PVYAUUQPCRGJTP-DXHWBXDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(1S,4R,6S,8R,9R,10R,12S)-6-phenyl-9-phenylmethoxy-10-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[6.3.1.04,12]dodecan-12-yl]methyl acetate 在 10% palladium on activated carbon 、 氢气 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 49.0h， 生成 [(3R,3aS,4R,5R,6R,7aS)-4,5-diacetyloxy-3a-(acetyloxymethyl)-3-(2-phenylethyl)-2,3,4,5,6,7a-hexahydrofuro[2,3-b]pyran-6-yl]methyl acetate
  参考文献：
  名称：

  Chemistry of 2-Nitroglycals: A One-Pot Three-Component Stereoselective Approach toward 2-C-Branched O-Galactosides

  摘要：

  A convenient one-pot three-component approach for the synthesis of 2-C-branched O-glycosides has been developed from 2-nitroglycals. These 2-C-branched sugars have been shown to be precursors for a variety of biologically and synthetically relevant molecules.

  DOI：

  10.1021/jo101735u
• 作为产物：
  描述：

  [(2S,3R,4R,5R,6R)-3-nitro-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-2-prop-2-ynoxyoxan-3-yl]methanol 在 偶氮二异丁腈 、 三正丁基氢锡 、 三乙胺 作用下， 以 苯 为溶剂， 反应 6.0h， 生成 [(1S,4R,6S,8R,9R,10R,12S)-6-phenyl-9-phenylmethoxy-10-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[6.3.1.04,12]dodecan-12-yl]methyl acetate
  参考文献：
  名称：

  Chemistry of 2-Nitroglycals: A One-Pot Three-Component Stereoselective Approach toward 2-C-Branched O-Galactosides

  摘要：

  A convenient one-pot three-component approach for the synthesis of 2-C-branched O-glycosides has been developed from 2-nitroglycals. These 2-C-branched sugars have been shown to be precursors for a variety of biologically and synthetically relevant molecules.

  DOI：

  10.1021/jo101735u