[(3aR,4R,6S,8R,8aS,8bS)-8-[tert-butyl(dimethyl)silyl]oxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-4,6,7,8,8a,8b-hexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizin-4-yl]methoxy-tert-butyl-diphenylsilane | 1186530-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: [(3aR,4R,6S,8R,8aS,8bS)-8-[tert-butyl(dimethyl)silyl]oxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-4,6,7,8,8a,8b-hexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizin-4-yl]methoxy-tert-butyl-diphenylsilane
• CAS: 1186530-75-5
• 化学式: C₄₀H₆₇NO₅Si₃
• 分子量: 726.232
• InChiKey: INSMEMKCELDJHB-ZVBOJGHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.32
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(3aR,4R,6S,8R,8aS,8bS)-8-[tert-butyl(dimethyl)silyl]oxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-4,6,7,8,8a,8b-hexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizin-4-yl]methoxy-tert-butyl-diphenylsilane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 {(3aR,4R,6S,8R,8aR,8bS)-8-hydroxy-2,2-dimethylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine-4,6-diyl}dimethanol
  参考文献：
  名称：

  Total synthesis of the proposed structures of hyacinthacines C2, C3, and their C5-epimers

  摘要：

  Synthesis and structural confirmation of highly oxygenated pyrrolizicline alkaloids, hyacinthacines C-2 [(1S,2R,3R,5R,7S,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], C-3[1S,2R,3R,5S,7R,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], and their C5-epimers were achieved on the basis of the highly divergent method employing (S)-(-)-2-pyrrolidone-5-carboxylic acid as the starting material. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.072
• 作为产物：
  描述：

  在 5%-palladium/activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以91%的产率得到[(3aR,4R,6S,8R,8aS,8bS)-8-[tert-butyl(dimethyl)silyl]oxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-4,6,7,8,8a,8b-hexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizin-4-yl]methoxy-tert-butyl-diphenylsilane
  参考文献：
  名称：

  Total synthesis of the proposed structures of hyacinthacines C2, C3, and their C5-epimers

  摘要：

  Synthesis and structural confirmation of highly oxygenated pyrrolizicline alkaloids, hyacinthacines C-2 [(1S,2R,3R,5R,7S,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], C-3[1S,2R,3R,5S,7R,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], and their C5-epimers were achieved on the basis of the highly divergent method employing (S)-(-)-2-pyrrolidone-5-carboxylic acid as the starting material. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.072