(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 | 903558-96-3

• 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-[(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
• 英文别名: tert-butyl-[(2S,3S,4E,6S,7Z)-2-[(2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]-4,6-dimethyl-3-triethylsilyloxynona-4,7-dienoxy]-dimethylsilane
• CAS: 903558-96-3
• 化学式: C₃₅H₆₂O₅Si₂
• 分子量: 619.045
• InChiKey: JXJSVMIUEPOWRK-UGRGDDJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.93
• 重原子数：
  42
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (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 在 吡啶 、 (+)-β-chlorodiisopinocampheylborane 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 tert-butyl (2R,3S,4S,6R,7R,8E,10S,13S,14R,15S,16S,17S,18E,20S,21Z)-2,7-bis[[tert-butyl(dimethyl)silyl]oxy]-16-[[tert-butyl(dimethyl)silyl]oxymethyl]-13-hydroxy-3-methoxy-15-[(4-methoxyphenyl)methoxy]-4,6,8,10,14,18,20-heptamethyl-5,11-dioxo-17-triethylsilyloxytricosa-8,18,21-trienoate
  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：

  (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 吡啶 、 咪唑 、 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

文献信息

• Synthetic studies toward the total synthesis of tedanolide: assembly of the C1–C23 carbon backbone
  作者：Chek-Ming Wong、Teck-Peng Loh

  DOI：10.1016/j.tetlet.2006.04.044

  日期：2006.6

  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.