2,2-Dimethyl-propionic acid (R)-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-butyl ester | 196861-62-8

• 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: 2,2-Dimethyl-propionic acid (R)-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-butyl ester
• 英文别名: [(3R)-3-[tert-butyl(dimethyl)silyl]oxy-4-phenylmethoxybutyl] 2,2-dimethylpropanoate
• CAS: 196861-62-8
• 化学式: C₂₂H₃₈O₄Si
• 分子量: 394.627
• InChiKey: KJFHYDGNLLJFLL-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.57
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (R)-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-butyl ester 在 palladium on activated charcoal 草酰氯 、 氢气 、 二甲基亚砜 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， -78.0~25.0 ℃ 、100.0 kPa 条件下， 反应 7.0h， 生成 2,2-Dimethyl-propionic acid (R)-3-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl ester
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; a chiron approach to the C-1/C-4 and the C-13/C-15 fragments

  摘要：

  Acetalisation of p-anisaldehyde by either (R) or (S)-butanetriol has been shown to occur selectively and quantitatively by using Noyori's protocol. The crystalline dioxane derivatives R-6a and S-ba which formed respectively, in these conditions have been convened efficiently into the title fragments of spiramycin. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01523-2
• 作为产物：
  描述：

  (R)-4-苄氧基-1,3-丁二醇 在 咪唑 、 二正丁基氧化锡 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 2,2-Dimethyl-propionic acid (R)-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-butyl ester
  参考文献：
  名称：

  Toward a total synthesis of an aglycone of spiramycin; a chiron approach to the C-1/C-4 and the C-13/C-15 fragments

  摘要：

  Acetalisation of p-anisaldehyde by either (R) or (S)-butanetriol has been shown to occur selectively and quantitatively by using Noyori's protocol. The crystalline dioxane derivatives R-6a and S-ba which formed respectively, in these conditions have been convened efficiently into the title fragments of spiramycin. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01523-2

文献信息

• Toward a total synthesis of an aglycone of spiramycin; a chiron approach to the C-1/C-4 and the C-13/C-15 fragments
  作者：P. Breuilles、G. Oddon、D. Uguen

  DOI：10.1016/s0040-4039(97)01523-2

  日期：1997.9

  Acetalisation of p-anisaldehyde by either (R) or (S)-butanetriol has been shown to occur selectively and quantitatively by using Noyori's protocol. The crystalline dioxane derivatives R-6a and S-ba which formed respectively, in these conditions have been convened efficiently into the title fragments of spiramycin. (C) 1997 Elsevier Science Ltd.