(1R,2S)-(2-(4-((tert-butyldimethylsilyl)oxy)benzamido)-1-phenyl-1,3-propanediyl)bis(4-((tert-butyldimethylsilyl)oxy)benzoate) | 219603-30-2

• 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: (1R,2S)-(2-(4-((tert-butyldimethylsilyl)oxy)benzamido)-1-phenyl-1,3-propanediyl)bis(4-((tert-butyldimethylsilyl)oxy)benzoate)
• 英文别名: [(2S,3R)-2-[[4-[tert-butyl(dimethyl)silyl]oxybenzoyl]amino]-3-[4-[tert-butyl(dimethyl)silyl]oxybenzoyl]oxy-3-phenylpropyl] 4-[tert-butyl(dimethyl)silyl]oxybenzoate
• CAS: 219603-30-2
• 化学式: C₄₈H₆₇NO₈Si₃
• 分子量: 870.318
• InChiKey: FHFVZFKBMVMZSF-ACEXITHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.39
• 重原子数：
  60
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1R,2S)-(2-(4-((tert-butyldimethylsilyl)oxy)benzamido)-1-phenyl-1,3-propanediyl)bis(4-((tert-butyldimethylsilyl)oxy)benzoate) 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以56%的产率得到(1R,2S)-(2-(4-hydroxybenzamido)-1-phenyl-1,3-propanediyl)bis(4-hydoxybenzoate)
  参考文献：
  名称：

  Synthesis and Chiroptical Properties of Dendrimers Elaborated from a Chiral, Nonracemic Central Core

  摘要：

  Three generations of ester-terminated dendrimers have been constructed from (1R,2S)-2-aminol-phenyl- 1,3 -propanediol, 1, as the central core. The chiroptical properties of the dendrimers were measured revealing that the molar rotations [Phi] of the dendrimers decreased with increasing dendrimer generation. Comparison to a series of substituted benzoate derivatives of 1 suggested that the decrease in rotation was a consequence of a steric effect upon the conformational equilibrium of the central core that increased with increasing dendrimer generation. The optical rotations of dendrimers 7-9 were also observed to be solvent and temperature dependent.

  DOI：

  10.1021/jo981508b
• 作为产物：
  描述：

  tert-butyldimethylsilyl 4-((tert-butyldimethylsilyl)oxy)benzoate 在 4-二甲氨基吡啶 、 草酰氯 作用下， 以 吡啶 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 54.0h， 生成 (1R,2S)-(2-(4-((tert-butyldimethylsilyl)oxy)benzamido)-1-phenyl-1,3-propanediyl)bis(4-((tert-butyldimethylsilyl)oxy)benzoate)
  参考文献：
  名称：

  Synthesis and Chiroptical Properties of Dendrimers Elaborated from a Chiral, Nonracemic Central Core

  摘要：

  Three generations of ester-terminated dendrimers have been constructed from (1R,2S)-2-aminol-phenyl- 1,3 -propanediol, 1, as the central core. The chiroptical properties of the dendrimers were measured revealing that the molar rotations [Phi] of the dendrimers decreased with increasing dendrimer generation. Comparison to a series of substituted benzoate derivatives of 1 suggested that the decrease in rotation was a consequence of a steric effect upon the conformational equilibrium of the central core that increased with increasing dendrimer generation. The optical rotations of dendrimers 7-9 were also observed to be solvent and temperature dependent.

  DOI：

  10.1021/jo981508b