[4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl)-2,6-dimethoxy-phenoxy]-tert-butyl-dimethyl-silane | 152401-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl)-2,6-dimethoxy-phenoxy]-tert-butyl-dimethyl-silane
• 英文别名: [4-[[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl]-2,6-dimethoxyphenoxy]-tert-butyl-dimethylsilane
• CAS: 152401-16-6
• 化学式: C₂₉H₄₂O₇Si
• 分子量: 530.734
• InChiKey: JROVNORYTGSRFE-INVSNAKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.09
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl)-2,6-dimethoxy-phenoxy]-tert-butyl-dimethyl-silane 在 2,6-二甲基吡啶 、 potassium tert-butylate 、 mercury dichloride 、 mercury(II) oxide 、 magnesium bromide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 25.0h， 生成 (3S,4S,5R)-4-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-1-nitro-hexan-2-ol
  参考文献：
  名称：

  An Approach to the Narciclasine Alkaloids via a Quinone Methide Initiated Cyclization Reaction

  摘要：

  The stereoselective synthesis of a possible intermediate for the synthesis of the narciclasine alkaloids from D-glucose is described. The key step of the sequence is a quinone methide initiated cyclization reaction, (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10138-1
• 作为产物：
  描述：

  (4-bromo-2,6-dimethoxyphenoxy)(tert-butyl)dimethylsilane 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 生成 [4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl)-2,6-dimethoxy-phenoxy]-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Quinone methide initiated cyclization reactions: Studies toward the synthesis of (+)-pancratistatin

  摘要：

  The synthesis of highly functionalized cyclohexenone 15, a possible precursor for (+)-pancratistatin, was accomplished in 15 steps (10% yield) from aldehyde 4 via a quinone methide initiated cyclization reaction.

  DOI：

  10.1016/s0040-4039(00)74079-2

文献信息

• Quinone methide initiated cyclization reactions: Studies toward the synthesis of (+)-pancratistatin
  作者：Steven R. Angle、Michael S. Louie

  DOI：10.1016/s0040-4039(00)74079-2

  日期：1993.7

  The synthesis of highly functionalized cyclohexenone 15, a possible precursor for (+)-pancratistatin, was accomplished in 15 steps (10% yield) from aldehyde 4 via a quinone methide initiated cyclization reaction.
• An Approach to the Narciclasine Alkaloids via a Quinone Methide Initiated Cyclization Reaction
  作者：Steven R Angle、Tetsuo Wada

  DOI：10.1016/s0040-4039(97)10138-1

  日期：1997.11

  The stereoselective synthesis of a possible intermediate for the synthesis of the narciclasine alkaloids from D-glucose is described. The key step of the sequence is a quinone methide initiated cyclization reaction, (C) 1997 Elsevier Science Ltd.