{(R)-2-[4-((R)-2-tert-Butoxycarbonylmethoxy-propoxy)-phenoxy]-1-methyl-ethoxy}-acetic acid tert-butyl ester | 201657-66-1

• 英文名称: {(R)-2-[4-((R)-2-tert-Butoxycarbonylmethoxy-propoxy)-phenoxy]-1-methyl-ethoxy}-acetic acid tert-butyl ester
• CAS: 201657-66-1
• 化学式: C₂₄H₃₈O₈
• 分子量: 454.561
• InChiKey: MLXQZYBZEULERG-QZTJIDSGSA-N

反应信息

• 作为反应物：
  描述：

  {(R)-2-[4-((R)-2-tert-Butoxycarbonylmethoxy-propoxy)-phenoxy]-1-methyl-ethoxy}-acetic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到{(R)-2-[4-((R)-2-Carboxymethoxy-propoxy)-phenoxy]-1-methyl-ethoxy}-acetic acid
  参考文献：
  名称：

  Constitutionally Asymmetric and Chiral [2]Pseudorotaxanes¹

  摘要：

  The self-assembly and characterization of a range of chiral pseudorotaxanes has been explored using chiroptical methods. The syntheses of (i) constitutionally asymmetric acyclic hydroquinone-containing polyethers and (ii) optically active hydroquinone-containing acyclic polyethers, bearing pairs of methyl or isobutyl groups related to each other in a C-2-symmetric manner within the polyether backbone, are described. The combination of (i) the tetracationic cyclophane cyclobis(paraquat-p-phenylene) tetrakis(hexafluorophosphate), possessing a pi-electron deficient cavity, and (ii) the linear noncentrosymmetric acyclic polyethers produces [2]pseudorotaxanes that have been characterized by H-1 NMR, UV/vis and circular dichroism (CD) spectroscopies in solution and by X-ray crystallography in the solid state. The introduction of constitutional asymmetry or chirality gives rise to a number of different geometries for the [2]pseudorotaxanes in both the solution and solid states. in particular, CD-spectroscopic measurements on the optically active [2]pseudorotaxanes have shown that-depending on the positions of the C-2 symmetrically related chiral centers in the polyether chains with respect to the hydroquinone rings-the chirality present in the pi-electron rich threadrike guest can induce chirality that is associated with the supramolecular structure as a whole, resulting in a chiral charge-transfer transition involving not only the pi-donors in the chiral guests but also the pi-acceptors in the achiral host.

  DOI：

  10.1021/ja970018i
• 作为产物：
  描述：

  在 potassium tert-butylate 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 生成 {(R)-2-[4-((R)-2-tert-Butoxycarbonylmethoxy-propoxy)-phenoxy]-1-methyl-ethoxy}-acetic acid tert-butyl ester
  参考文献：
  名称：

  Constitutionally Asymmetric and Chiral [2]Pseudorotaxanes¹

  摘要：

  The self-assembly and characterization of a range of chiral pseudorotaxanes has been explored using chiroptical methods. The syntheses of (i) constitutionally asymmetric acyclic hydroquinone-containing polyethers and (ii) optically active hydroquinone-containing acyclic polyethers, bearing pairs of methyl or isobutyl groups related to each other in a C-2-symmetric manner within the polyether backbone, are described. The combination of (i) the tetracationic cyclophane cyclobis(paraquat-p-phenylene) tetrakis(hexafluorophosphate), possessing a pi-electron deficient cavity, and (ii) the linear noncentrosymmetric acyclic polyethers produces [2]pseudorotaxanes that have been characterized by H-1 NMR, UV/vis and circular dichroism (CD) spectroscopies in solution and by X-ray crystallography in the solid state. The introduction of constitutional asymmetry or chirality gives rise to a number of different geometries for the [2]pseudorotaxanes in both the solution and solid states. in particular, CD-spectroscopic measurements on the optically active [2]pseudorotaxanes have shown that-depending on the positions of the C-2 symmetrically related chiral centers in the polyether chains with respect to the hydroquinone rings-the chirality present in the pi-electron rich threadrike guest can induce chirality that is associated with the supramolecular structure as a whole, resulting in a chiral charge-transfer transition involving not only the pi-donors in the chiral guests but also the pi-acceptors in the achiral host.

  DOI：

  10.1021/ja970018i