(2R,4aR,6S,7R,8aS)-2-[2-[(2R,4aR,6S,7R,8aS)-7-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]ethyl]-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-b]pyran-3-one | 917956-56-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4aR,6S,7R,8aS)-2-[2-[(2R,4aR,6S,7R,8aS)-7-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]ethyl]-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-b]pyran-3-one
• CAS: 917956-56-0
• 化学式: C₄₅H₆₀O₁₀Si
• 分子量: 789.051
• InChiKey: UATLCHQIRHPABU-PXCWFPKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.12
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2R,4aR,6S,7R,8aS)-2-[2-[(2R,4aR,6S,7R,8aS)-7-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]ethyl]-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-b]pyran-3-one 在 氢氟酸 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以88%的产率得到
  参考文献：
  名称：

  Convergent Assembly of Polycyclic Ethers via Acyl Radical Addition to Unactivated Enol Ether

  摘要：

  [GRAPHICS]A new convergent strategy for assembling 6/6- and 6/7- fused ether ring systems was developed. The key features in our method include Ag+-promoted facile formation of chemically labile enol ether from O,S-acetal and addition of an acyl radical to unactivated enol ether to cyclize a six- or seven-membered ether ring.

  DOI：

  10.1021/ol062349i
• 作为产物：
  描述：

  Se-phenyl 2-[(2R,3S,5R,6S)-3-[(Z)-3-[(2R,4aR,6S,7R,8aS)-7-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]prop-1-enoxy]-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]ethaneselenoate 在 三乙基硼 、 tributylgermanium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以78%的产率得到(2R,4aR,6S,7R,8aS)-2-[2-[(2R,4aR,6S,7R,8aS)-7-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]ethyl]-7-phenylmethoxy-6-(phenylmethoxymethyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-b]pyran-3-one
  参考文献：
  名称：

  Convergent Assembly of Polycyclic Ethers via Acyl Radical Addition to Unactivated Enol Ether

  摘要：

  [GRAPHICS]A new convergent strategy for assembling 6/6- and 6/7- fused ether ring systems was developed. The key features in our method include Ag+-promoted facile formation of chemically labile enol ether from O,S-acetal and addition of an acyl radical to unactivated enol ether to cyclize a six- or seven-membered ether ring.

  DOI：

  10.1021/ol062349i