methyl 2-[tert-butoxycarbonylamino(4-methoxy-phenyl)methyl]acrylate | 1071051-87-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 2-[tert-butoxycarbonylamino(4-methoxy-phenyl)methyl]acrylate
• 英文别名: Methyl 2-[(4-methoxyphenyl)-[(2-methylpropan-2-yl)oxycarbonylamino]methyl]prop-2-enoate
• CAS: 1071051-87-0
• 化学式: C₁₇H₂₃NO₅
• 分子量: 321.373
• InChiKey: GCJSDFNEYBXNBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙烯酸甲酯（MA） 、 tert-butyl [(4-methoxyphenyl)(tosyl)methyl]carbamate 在 三乙烯二胺 作用下， 反应 120.0h， 以76%的产率得到methyl 2-[tert-butoxycarbonylamino(4-methoxy-phenyl)methyl]acrylate
  参考文献：
  名称：

  N-Carbamate Protected α-Amidoalkyl-p-tolylsulfones: Convenient Substrates in the aza-Morita−Baylis−Hillman Reaction

  摘要：

  An efficient and practical one-pot approach to aza-Morita-Baylis-Hillman adducts has been developed. The reaction occurs between N-Boc or N-Cbz imines, generated in situ from stable and easy to handle N-Boc or N-Cbz protected alpha-amidoalkyl-p-tolysulfones, and electron-deficient alkenes in the presence of DABCO. The presented procedure eliminates the use of the relatively unstable N-carbamate imines prior to the coupling reaction. The reaction is limited to alpha-amidosulfones derived from aromatic and heteroaromatic aldehydes.

  DOI：

  10.1021/jo801616d

文献信息

• <i>N</i>-Carbamate Protected α-Amidoalkyl-<i>p</i>-tolylsulfones: Convenient Substrates in the aza-Morita−Baylis−Hillman Reaction
  作者：Anna Gajda、Tadeusz Gajda

  DOI：10.1021/jo801616d

  日期：2008.11.7

  An efficient and practical one-pot approach to aza-Morita-Baylis-Hillman adducts has been developed. The reaction occurs between N-Boc or N-Cbz imines, generated in situ from stable and easy to handle N-Boc or N-Cbz protected alpha-amidoalkyl-p-tolysulfones, and electron-deficient alkenes in the presence of DABCO. The presented procedure eliminates the use of the relatively unstable N-carbamate imines prior to the coupling reaction. The reaction is limited to alpha-amidosulfones derived from aromatic and heteroaromatic aldehydes.