[(2R)-1,4-bis(trimethylsilyloxy)butan-2-yl]oxy-trimethylsilane | 196861-59-3

• 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: [(2R)-1,4-bis(trimethylsilyloxy)butan-2-yl]oxy-trimethylsilane
• CAS: 196861-59-3
• 化学式: C₁₃H₃₄O₃Si₃
• 分子量: 322.668
• InChiKey: ZWTQGTCQGKKVSN-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-甲氧基苯甲醛 、 [(2R)-1,4-bis(trimethylsilyloxy)butan-2-yl]oxy-trimethylsilane 在 sodium hydroxide 、 TMSTf 作用下， 以96%的产率得到(+/-)-cis-4-(hydroxymethyl)-2-(4-methoxyphenyl)-1,3-dioxane
  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：

  三氟甲磺酸三甲基硅酯 、 (R)-(+)-1,2,4-丁三醇 以 二氯甲烷 为溶剂， 生成 [(2R)-1,4-bis(trimethylsilyloxy)butan-2-yl]oxy-trimethylsilane
  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

• Synthesis of the Apoptosis Inducing Agent Apoptolidin. Assembly of the C(16)−C(28) Fragment
  作者：Gary A. Sulikowski、Wai-Man Lee、Bohan Jin、Bin Wu

  DOI：10.1021/ol005769v

  日期：2000.5.1

  [reaction--see text] A stereoselective synthesis of the C(16)-C(28) fragment of the apoptosis inducing agent apoptolidin is described. Key steps include two propionate aldol reactions and a stereoselective Mukaiyama aldol addition of enolsilane 19 to beta-methoxy aldehyde 4.

  [反应-见正文]描述了细胞凋亡诱导剂细胞凋亡素C（16）-C（28）片段的立体选择性合成。关键步骤包括两个丙酸酯羟醛反应和将烯醇硅烷19立体选择性地向Mukaiyama羟醛加成到β-甲氧基醛4中。
• 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.