5-Benzyloxy-3-(hydroxy-diphenyl-silanyl)-4-methyl-pentanoic acid methyl ester

• 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: 5-Benzyloxy-3-(hydroxy-diphenyl-silanyl)-4-methyl-pentanoic acid methyl ester
• 英文别名: Methyl 3-[hydroxy(diphenyl)silyl]-4-methyl-5-phenylmethoxypentanoate
• 化学式: C₂₆H₃₀O₄Si
• 分子量: 434.607
• InChiKey: DMXORJDZKRQHIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Benzyloxy-3-(hydroxy-diphenyl-silanyl)-4-methyl-pentanoic acid methyl ester 以70%的产率得到
  参考文献：
  名称：

  Hale Michael R., Hoveyda Amir H., J. Org. Chem, 59 (1994) N 16, S 4370-4374

  摘要：

  DOI：
• 作为产物：
  描述：

  (diethylamino)diphenylsilyllithium 、 (S,E)-Methyl 5-(benzyloxy)-4-methylpent-2-enoate 在 copper(I) bromide dimethylsulfide complex 作用下， 生成 5-Benzyloxy-3-(hydroxy-diphenyl-silanyl)-4-methyl-pentanoic acid methyl ester
  参考文献：
  名称：

  Diastereoselective Heteroatom-Directed Conjugate Addition of Silylcuprate Reagents to Unsaturated Carbonyls. A Stereoselective Route to .beta.-Carbonyl Siloxanes1

  摘要：

  Directed conjugate addition of the silylcuprate reagent lithium bis[diphenyl(diethylamino)silyl]-cuprate ((Ph(2)(Et(2)N)Si)(2)CuLi) to unsaturated esters and ketones is reported. The stereochemical course of the reaction can be-controlled by the presence of an appropriately disposed internal Lewis basic functionality, affording the corresponding beta-hydroxysilyl carbonyls with good to excellent levels of diastereoselection (e.g., 3b --> 4b).

  DOI：

  10.1021/jo00095a007

文献信息

• Hale Michael R., Hoveyda Amir H., J. Org. Chem, 59 (1994) N 16, S 4370-4374
  作者：Hale Michael R., Hoveyda Amir H.

  DOI：——

  日期：——
• Diastereoselective Heteroatom-Directed Conjugate Addition of Silylcuprate Reagents to Unsaturated Carbonyls. A Stereoselective Route to .beta.-Carbonyl Siloxanes1
  作者：Michael R. Hale、Amir H. Hoveyda

  DOI：10.1021/jo00095a007

  日期：1994.8

  Directed conjugate addition of the silylcuprate reagent lithium bis[diphenyl(diethylamino)silyl]-cuprate ((Ph(2)(Et(2)N)Si)(2)CuLi) to unsaturated esters and ketones is reported. The stereochemical course of the reaction can be-controlled by the presence of an appropriately disposed internal Lewis basic functionality, affording the corresponding beta-hydroxysilyl carbonyls with good to excellent levels of diastereoselection (e.g., 3b --> 4b).