2-Propenoic acid, 2-[[(chloroacetyl)amino]methyl]-, 1,1-dimethylethylester | 872848-20-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-Propenoic acid, 2-[[(chloroacetyl)amino]methyl]-, 1,1-dimethylethylester
• 英文别名: t-butyl 3-(chloroacetylamino)-2-methylenepropanoate
• CAS: 872848-20-9
• 化学式: C₁₀H₁₆ClNO₃
• 分子量: 233.695
• InChiKey: IQVZPHKMMBYDSX-UHFFFAOYSA-N

物化性质

• 熔点：
  58-60 °C
• 沸点：
  367.4±37.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Propenoic acid, 2-[[(chloroacetyl)amino]methyl]-, 1,1-dimethylethylester 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以100%的产率得到2-Propenoic acid, 2-[[(azidoacetyl)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：

  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