t-butyl 3-(chloroacetylaminocarbonyloxy)-2-methylenepropanoate | 872848-19-6

• 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: t-butyl 3-(chloroacetylaminocarbonyloxy)-2-methylenepropanoate
• CAS: 872848-19-6
• 化学式: C₁₁H₁₆ClNO₅
• 分子量: 277.705
• InChiKey: WHLWYBZCWFKZOW-UHFFFAOYSA-N

物化性质

• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  81.7
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  t-butyl 3-(chloroacetylaminocarbonyloxy)-2-methylenepropanoate 在 三乙烯二胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以78%的产率得到2-Propenoic acid, 2-[[(chloroacetyl)amino]methyl]-, 1,1-dimethylethylester
  参考文献：
  名称：

  Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct

  摘要：

  An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.

  DOI：

  10.1007/s00726-009-0314-z
• 作为产物：
  描述：

  氯乙酰异氰酸酯 、 tert-butyl 2-hydroxymethylacrylate 以 二氯甲烷 为溶剂， 反应 3.0h， 以89%的产率得到t-butyl 3-(chloroacetylaminocarbonyloxy)-2-methylenepropanoate
  参考文献：
  名称：

  Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct

  摘要：

  An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.

  DOI：

  10.1007/s00726-009-0314-z