(E)-3-(4-Acetoxy-phenyl)-acrylic acid (1S,2S)-2-[(E)-3-(4-acetoxy-phenyl)-acryloyloxy]-cyclohexyl ester | 184866-88-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-Acetoxy-phenyl)-acrylic acid (1S,2S)-2-[(E)-3-(4-acetoxy-phenyl)-acryloyloxy]-cyclohexyl ester
• CAS: 184866-88-4
• 化学式: C₂₈H₂₈O₈
• 分子量: 492.526
• InChiKey: XYLUHHYMOKHPOE-MWIBNLHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-Acetoxy-phenyl)-acrylic acid (1S,2S)-2-[(E)-3-(4-acetoxy-phenyl)-acryloyloxy]-cyclohexyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以65%的产率得到(E)-3-(4-Hydroxy-phenyl)-acrylic acid (1S,2S)-2-[(E)-3-(4-hydroxy-phenyl)-acryloyloxy]-cyclohexyl ester
  参考文献：
  名称：

  pH-Sensitive exciton chirality chromophore. Solvatochromic effects on circular dichroism spectra

  摘要：

  Diesters (1 and 3) of (1S,2S) and (1R,2R)-cyolohexanediol and diamides (2 and 4) of(1S,2S) and (1R,2R)-diaminocyclohexane with p-hydroxycinnamic acid exhibit intense bisignate circular dichroism spectra in CH3OH: 1 Delta epsilon+55 (323 nm), -34 (287 nm); 2 Delta epsilon+75 (318 nm), -55 (281 nm) and in (CH3)(2)SO: 1 Delta epsilon+53 (328 nm), -33 (292 nm); 2 Delta epsilon+65 (319 nm), -50 (280 nm). Added NaOH causes a bathochromic shift of similar to 50 nm in CH3OH and similar to 80-90 nm in (CH3)(2)SO. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00372-2
• 作为产物：
  描述：

  4-香豆酸 在 吡啶 、 4-二甲氨基吡啶 、 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 27.0h， 生成 (E)-3-(4-Acetoxy-phenyl)-acrylic acid (1S,2S)-2-[(E)-3-(4-acetoxy-phenyl)-acryloyloxy]-cyclohexyl ester
  参考文献：
  名称：

  pH-Sensitive exciton chirality chromophore. Solvatochromic effects on circular dichroism spectra

  摘要：

  Diesters (1 and 3) of (1S,2S) and (1R,2R)-cyolohexanediol and diamides (2 and 4) of(1S,2S) and (1R,2R)-diaminocyclohexane with p-hydroxycinnamic acid exhibit intense bisignate circular dichroism spectra in CH3OH: 1 Delta epsilon+55 (323 nm), -34 (287 nm); 2 Delta epsilon+75 (318 nm), -55 (281 nm) and in (CH3)(2)SO: 1 Delta epsilon+53 (328 nm), -33 (292 nm); 2 Delta epsilon+65 (319 nm), -50 (280 nm). Added NaOH causes a bathochromic shift of similar to 50 nm in CH3OH and similar to 80-90 nm in (CH3)(2)SO. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00372-2