(3R,4S,6R)-11-((4-methoxybenzyl)oxy)-3-methyl-6-((triisopropylsilyl)oxy)undec-1-en-4-ol | 1018689-79-6

• 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: (3R,4S,6R)-11-((4-methoxybenzyl)oxy)-3-methyl-6-((triisopropylsilyl)oxy)undec-1-en-4-ol
• CAS: 1018689-79-6
• 化学式: C₂₉H₅₂O₄Si
• 分子量: 492.815
• InChiKey: PBRKCYZYGBRSCY-ZJGIAAPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.91
• 重原子数：
  34.0
• 可旋转键数：
  18.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3R,4S,6R)-11-((4-methoxybenzyl)oxy)-3-methyl-6-((triisopropylsilyl)oxy)undec-1-en-4-ol 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 以95%的产率得到(5S,7R)-5-((R)-but-3-en-2-yl)-9,9-diisopropyl-7-(5-(4-methoxybenzyloxy)pentyl)-10-methyl-2,4,8-trioxa-9-silaundecane
  参考文献：
  名称：

  A Multifaceted Phosphate Tether:  Application to the C15−C30 Subunit of Dolabelides A−D

  摘要：

  Construction of the C15-C30 subunit of dolabelide utilizing a temporary phosphate tether is described. Two routes are reported that make use of the orthogonal protecting- and leaving-group properties innate to phosphate esters. One route relies on a selective terminal oxidation, while a second utilizes a CM/selective hydrogenation sequence. Both routes depend on a highly regio- and diastereoselective cuprate addition to set the requisite stereochemistry at C22.

  DOI：

  10.1021/ol8001865
• 作为产物：
  描述：

  三异丙基氯硅烷 、 (3R,4S,6R)-11-[(4-methoxyphenyl)methoxy]-3-methylundec-1-ene-4,6-diol 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到(3R,4S,6R)-11-((4-methoxybenzyl)oxy)-3-methyl-6-((triisopropylsilyl)oxy)undec-1-en-4-ol
  参考文献：
  名称：

  A Multifaceted Phosphate Tether:  Application to the C15−C30 Subunit of Dolabelides A−D

  摘要：

  Construction of the C15-C30 subunit of dolabelide utilizing a temporary phosphate tether is described. Two routes are reported that make use of the orthogonal protecting- and leaving-group properties innate to phosphate esters. One route relies on a selective terminal oxidation, while a second utilizes a CM/selective hydrogenation sequence. Both routes depend on a highly regio- and diastereoselective cuprate addition to set the requisite stereochemistry at C22.

  DOI：

  10.1021/ol8001865