(3R,4S,7S,Z)-9-(tert-butyldiphenylsilyloxy)-1-phenyl-7-(triisopropylsilyloxy)non-5-ene-3,4-diol | 1245286-42-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (3R,4S,7S,Z)-9-(tert-butyldiphenylsilyloxy)-1-phenyl-7-(triisopropylsilyloxy)non-5-ene-3,4-diol
• 英文别名: (Z,3R,4S,7S)-9-[tert-butyl(diphenyl)silyl]oxy-1-phenyl-7-tri(propan-2-yl)silyloxynon-5-ene-3,4-diol
• CAS: 1245286-42-3
• 化学式: C₄₀H₆₀O₄Si₂
• 分子量: 661.085
• InChiKey: GKYYKQVUBTUZRB-GYKCSPRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.42
• 重原子数：
  46
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯丙醛 、 (S)-9,9-diisopropyl-2,2,10-trimethyl-3,3-diphenyl-7-((R,E)-1-(4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)-4,8-dioxa-3,9-disilaundecane 在 水 、 双氧水 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到(3R,4S,7S,Z)-9-(tert-butyldiphenylsilyloxy)-1-phenyl-7-(triisopropylsilyloxy)non-5-ene-3,4-diol
  参考文献：
  名称：

  Enantioselective Synthesis of (Z)-1,2-anti-2,5-anti-Triol Monosilyl Ethers Using a Cross-Metathesis Allylboration Sequence

  摘要：

  The enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers via a two-step sequence involving olefin cross-metathesis of beta-alkoxyallylboronate 4 and subsequent allylboration of the derived bisboryl intermediate 6 provides triol monoethers 7 with good to excellent diastereoselectivity.

  DOI：

  10.1021/ol101789g

文献信息

• Enantioselective Synthesis of (<i>Z</i>)-1,2-<i>anti-</i>2,5<i>-anti</i>-Triol Monosilyl Ethers Using a Cross-Metathesis Allylboration Sequence
  作者：SusAnn M. Winbush、William R. Roush

  DOI：10.1021/ol101789g

  日期：2010.10.1

  The enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers via a two-step sequence involving olefin cross-metathesis of beta-alkoxyallylboronate 4 and subsequent allylboration of the derived bisboryl intermediate 6 provides triol monoethers 7 with good to excellent diastereoselectivity.