((3aR,4R,6S,7S,7aS)-4-Allyloxy-6-methyl-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-diphenyl-silane | 239803-00-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((3aR,4R,6S,7S,7aS)-4-Allyloxy-6-methyl-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-diphenyl-silane
• CAS: 239803-00-0
• 化学式: C₃₂H₃₈O₅Si
• 分子量: 530.736
• InChiKey: MHUBTPLMQAAVRN-ICSBDHNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.36
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ((3aR,4R,6S,7S,7aS)-4-Allyloxy-6-methyl-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-diphenyl-silane 在 2,6-二甲基吡啶 、 二异丁基氢化铝 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.08h， 生成 (2R,3R,4R,5S,6S)-2-Allyloxy-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-6-methyl-tetrahydro-pyran
  参考文献：
  名称：

  Stable axial-rich conformation of pyranoses derived from L-rhamnose and D-mannose

  摘要：

  Stable chair conformation with more axial substituents (axial-rich conformation) of pyranoses derived from L-rhamnose and D-mannose is described. The naturally stable ring conformation of L-rhamnose (C-1(4)) and D-mannose (C-4(1)) was flipped by introduction of a TBS group into a hydroxyl group at C-3 and a TPS group into a hydroxyl group at C-4 to give C-4(1) and C-1(4) conformers, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01077-1
• 作为产物：
  描述：

  allyl 2,3-O-benzylidene-α-L-rhamnoside 、 叔丁基二苯基氯硅烷 在 咪唑 、 4-二甲氨基吡啶 作用下， 反应 12.0h， 以87%的产率得到((3aR,4R,6S,7S,7aS)-4-Allyloxy-6-methyl-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tert-butyl-diphenyl-silane
  参考文献：
  名称：

  Stable axial-rich conformation of pyranoses derived from L-rhamnose and D-mannose

  摘要：

  Stable chair conformation with more axial substituents (axial-rich conformation) of pyranoses derived from L-rhamnose and D-mannose is described. The naturally stable ring conformation of L-rhamnose (C-1(4)) and D-mannose (C-4(1)) was flipped by introduction of a TBS group into a hydroxyl group at C-3 and a TPS group into a hydroxyl group at C-4 to give C-4(1) and C-1(4) conformers, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01077-1