(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane | 903558-94-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
• CAS: 903558-94-1
• 化学式: C₄₉H₇₈O₆Si₃
• 分子量: 847.411
• InChiKey: RALBDWAIJFHTLC-LQNMOPEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.93
• 重原子数：
  58.0
• 可旋转键数：
  19.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 在 吡啶 、 potassium tert-butylate 、 四丁基氟化铵 、 戴斯-马丁氧化剂 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (2S,4S,5R)-4-[(3E,6Z)-(1S,2S,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,5-dimethyl-2-triethylsilanyloxy-octa-3,6-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
  参考文献：
  名称：

  Synthetic studies toward the total synthesis of tedanolide: assembly of the C1–C23 carbon backbone

  摘要：

  A stereoselective assembly of the C1-C23 fragment representing the carbon backbone of tedanolide was accomplished utilizing a chiral boron reagent to effect the aldol coupling of the C1-C12 diketoester fragment with the C13-C23 aldehyde fragment. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.044
• 作为产物：
  描述：

  三乙基氯硅烷 、 (E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
  参考文献：
  名称：

  Synthetic studies toward the total synthesis of tedanolide: assembly of the C1–C23 carbon backbone

  摘要：

  A stereoselective assembly of the C1-C23 fragment representing the carbon backbone of tedanolide was accomplished utilizing a chiral boron reagent to effect the aldol coupling of the C1-C12 diketoester fragment with the C13-C23 aldehyde fragment. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.044