(5R,10S,11S,13R,E)-15,15-diisopropyl-13-(2-(4-methoxybenzyloxy)ethyl)-11-(methoxymethoxy)-7,10,16-trimethyl-5-propyl-2,4,14-trioxa-15-silaheptadec-7-en-9-one | 1018689-77-4

• 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: (5R,10S,11S,13R,E)-15,15-diisopropyl-13-(2-(4-methoxybenzyloxy)ethyl)-11-(methoxymethoxy)-7,10,16-trimethyl-5-propyl-2,4,14-trioxa-15-silaheptadec-7-en-9-one
• CAS: 1018689-77-4
• 化学式: C₃₇H₆₆O₈Si
• 分子量: 667.012
• InChiKey: TYILVNHUIZYULF-ADSTWGDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.87
• 重原子数：
  46.0
• 可旋转键数：
  26.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  81.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (5R,10S,11S,13R,E)-15,15-diisopropyl-13-(2-(4-methoxybenzyloxy)ethyl)-11-(methoxymethoxy)-7,10,16-trimethyl-5-propyl-2,4,14-trioxa-15-silaheptadec-7-en-9-one 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 (5R,9R,10R,11S,13R,E)-15,15-diisopropyl-13-(2-(4-methoxybenzyloxy)ethyl)-11-(methoxymethoxy)-7,10,16-trimethyl-5-propyl-2,4,14-trioxa-15-silaheptadec-7-en-9-ol 、 (5R,9S,10R,11S,13R,E)-15,15-diisopropyl-13-(2-(4-methoxybenzyloxy)ethyl)-11-(methoxymethoxy)-7,10,16-trimethyl-5-propyl-2,4,14-trioxa-15-silaheptadec-7-en-9-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
• 作为产物：
  描述：

  (5R,10R,11S,13R,E)-15,15-diisopropyl-13-(2-(4-methoxybenzyloxy)ethyl)-11-(methoxymethoxy)-7,10,16-trimethyl-5-propyl-2,4,14-trioxa-15-silaheptadec-7-en-9-ol 在 吡啶 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到(5R,10S,11S,13R,E)-15,15-diisopropyl-13-(2-(4-methoxybenzyloxy)ethyl)-11-(methoxymethoxy)-7,10,16-trimethyl-5-propyl-2,4,14-trioxa-15-silaheptadec-7-en-9-one
  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