(8-(chlorocarbonyl)-4,12-bis((formyloxy)methyl)-4,8,12-trimethyl-5,11-dioxo-2,6,10,14-tetraoxapentadecanedioyl)tetrakis(2-methylpropane-2,1,3-triyl) octaacetate | 179388-78-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (8-(chlorocarbonyl)-4,12-bis((formyloxy)methyl)-4,8,12-trimethyl-5,11-dioxo-2,6,10,14-tetraoxapentadecanedioyl)tetrakis(2-methylpropane-2,1,3-triyl) octaacetate
• CAS: 179388-78-4
• 化学式: C₅₁H₇₃ClO₂₉
• 分子量: 1185.58
• InChiKey: MNLPILJMERTKFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  81.0
• 可旋转键数：
  35.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  385.27
• 氢给体数：
  0.0
• 氢受体数：
  29.0

反应信息

• 作为反应物：
  描述：

  苄基3-羟基-2-(羟基甲基)-2-甲基丙酸酯 、 (8-(chlorocarbonyl)-4,12-bis((formyloxy)methyl)-4,8,12-trimethyl-5,11-dioxo-2,6,10,14-tetraoxapentadecanedioyl)tetrakis(2-methylpropane-2,1,3-triyl) octaacetate 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到
  参考文献：
  名称：

  Synthesis, Characterization, and ¹H NMR Self-Diffusion Studies of Dendritic Aliphatic Polyesters Based on 2,2-Bis(hydroxymethyl)propionic Acid and 1,1,1-Tris(hydroxyphenyl)ethane

  摘要：

  Dendritic aliphatic polyesters of one, two, three, and four generations (M(w): 906, 1856, 3754, and 7549 g/mol) were synthesized in the convergent fashion, using 2,2-bis(hydroxymethyl)propionic acid as building block and 1,1,1-tris(hydroxyphenyl)ethane as core molecule. Dendrons of one to four generations were synthesized from the building block and in a final step coupled to the core molecule. The focal point of the dendrons was protected by a benzyl ester group and deprotected by catalytic hydrogenolysis. The esterifications were performed by conversion of the acid into the corresponding acid chloride and followed by reaction of the acid chloride with the hydroxyl groups in the presence of triethylamine and dimethylaminopyridine. The simplicity of the H-1-NMR and C-13-NMR spectras and elemental analyses suggest that pure and monodisperse dendrimers were obtained. Molecular selfdiffusion studies of first, second, third, and fourth generation dendrimers were performed, in chloroform, using pulsed-field spin echo H-1 NMR spectroscopy. The self-diffusion coefficients were calculated with the standard form of the Stejskal-Tanner equation. The effective radii of the dendrimers were estimated from the diffusion coefficients by assuming a spherical geometry for all dendrimers. The radii obtained were 7.8, 10.3, 12.6, and 17.1 Angstrom for the first, second, third, and fourth generation dendrimer, respectively.

  DOI：

  10.1021/ja954171t
• 作为产物：
  描述：

  2,2-二羟甲基丙酸 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢氧化钾 、 草酰氯 、 氢气 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 18.0h， 生成 (8-(chlorocarbonyl)-4,12-bis((formyloxy)methyl)-4,8,12-trimethyl-5,11-dioxo-2,6,10,14-tetraoxapentadecanedioyl)tetrakis(2-methylpropane-2,1,3-triyl) octaacetate
  参考文献：
  名称：

  Synthesis, Characterization, and ¹H NMR Self-Diffusion Studies of Dendritic Aliphatic Polyesters Based on 2,2-Bis(hydroxymethyl)propionic Acid and 1,1,1-Tris(hydroxyphenyl)ethane

  摘要：

  Dendritic aliphatic polyesters of one, two, three, and four generations (M(w): 906, 1856, 3754, and 7549 g/mol) were synthesized in the convergent fashion, using 2,2-bis(hydroxymethyl)propionic acid as building block and 1,1,1-tris(hydroxyphenyl)ethane as core molecule. Dendrons of one to four generations were synthesized from the building block and in a final step coupled to the core molecule. The focal point of the dendrons was protected by a benzyl ester group and deprotected by catalytic hydrogenolysis. The esterifications were performed by conversion of the acid into the corresponding acid chloride and followed by reaction of the acid chloride with the hydroxyl groups in the presence of triethylamine and dimethylaminopyridine. The simplicity of the H-1-NMR and C-13-NMR spectras and elemental analyses suggest that pure and monodisperse dendrimers were obtained. Molecular selfdiffusion studies of first, second, third, and fourth generation dendrimers were performed, in chloroform, using pulsed-field spin echo H-1 NMR spectroscopy. The self-diffusion coefficients were calculated with the standard form of the Stejskal-Tanner equation. The effective radii of the dendrimers were estimated from the diffusion coefficients by assuming a spherical geometry for all dendrimers. The radii obtained were 7.8, 10.3, 12.6, and 17.1 Angstrom for the first, second, third, and fourth generation dendrimer, respectively.

  DOI：

  10.1021/ja954171t