tert-butyl [2-cyano-1-(4-methoxy-phenyl)-allyl]carbamate | 1071052-10-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-butyl [2-cyano-1-(4-methoxy-phenyl)-allyl]carbamate
• 英文别名: tert-butyl N-[2-cyano-1-(4-methoxyphenyl)prop-2-enyl]carbamate
• CAS: 1071052-10-2
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: CROAZUAEZGBILO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯腈 、 tert-butyl [(4-methoxyphenyl)(tosyl)methyl]carbamate 在 三乙烯二胺 作用下， 反应 48.0h， 以66%的产率得到tert-butyl [2-cyano-1-(4-methoxy-phenyl)-allyl]carbamate
  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.