dipropan-2-yl (2R,3R)-2,3-bis[(2-chloroacetyl)oxy]butanedioate | 226710-52-7

• 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: dipropan-2-yl (2R,3R)-2,3-bis[(2-chloroacetyl)oxy]butanedioate
• CAS: 226710-52-7
• 化学式: C₁₄H₂₀Cl₂O₈
• 分子量: 387.214
• InChiKey: ORYWPLDEOBHSKM-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  杯[4]芳烃 、 dipropan-2-yl (2R,3R)-2,3-bis[(2-chloroacetyl)oxy]butanedioate 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 48.0h， 以20.4%的产率得到(4'R,5'R)-25,27-dihydroxy-26,28-(4',5'-di-1-methylethoxycarbonyl-3',6'-dioxa-2',7'-dioxooctylene)-dioxycalix<4>arene
  参考文献：
  名称：

  Synthesis of chiral calix[4]arenes bearing tartaric ester moieties

  摘要：

  The synthesis of chiral calix[4]arenes with tartaric acid ester moieties has been achieved by the reactions of tartaric ester chloroacetates with calix[4]arenes in moderate yields. All the chiral calix[4]arene derivatives are in a cone conformation according to the H-1 NMR doublet-doublet pattern of the protons of the methylene groups between the phenol rings. The results of NMR and specific rotations indicate that the molecules have Ct symmetry with asymmetric features. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00007-5
• 作为产物：
  描述：

  L-(+)-酒石酸二异丙酯 、 氯乙酰氯 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以84%的产率得到dipropan-2-yl (2R,3R)-2,3-bis[(2-chloroacetyl)oxy]butanedioate
  参考文献：
  名称：

  Synthesis of chiral calix[4]arenes bearing tartaric ester moieties

  摘要：

  The synthesis of chiral calix[4]arenes with tartaric acid ester moieties has been achieved by the reactions of tartaric ester chloroacetates with calix[4]arenes in moderate yields. All the chiral calix[4]arene derivatives are in a cone conformation according to the H-1 NMR doublet-doublet pattern of the protons of the methylene groups between the phenol rings. The results of NMR and specific rotations indicate that the molecules have Ct symmetry with asymmetric features. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00007-5