phenyl 2-(diphenylmethylene)hydrazinecarboxylate | 201292-65-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenyl 2-(diphenylmethylene)hydrazinecarboxylate
• 英文别名: phenyl N-(benzhydrylideneamino)carbamate
• CAS: 201292-65-1
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: KTZYPLLVZBTUBG-UHFFFAOYSA-N

物化性质

• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  降冰片烯 、 phenyl 2-(diphenylmethylene)hydrazinecarboxylate 反应 3.0h， 以25%的产率得到(±)-exo-2-diphenylmethylene-4-oxo-2,3-diazatricyclo[4,3,1⁶'⁹,0]decane-2-ium-3-ide
  参考文献：
  名称：

  A Tunable Route for the Synthesis of Azomethine Imines and β-Aminocarbonyl Compounds from Alkenes

  摘要：

  Cyclic azomethine imines possessing a beta-aminocarbonyl motif are accessed from simple alkene and hydrazone starting materials. A thermal, concerted alkene aminocarbonylation pathway involving an imino-isocyanate intermediate is proposed and supported by DFT calculations. A notable feature of the process is the steric shielding present in the dipoles formed, which allows for facile purification of the products by chromatography or crystallization. In addition, a fluorenone-derived reagent is reported, which provides reactivity with several alkene classes and allows for mild derivatization of the dipoles into beta-aminoamides, beta-aminoesters, and beta-amino acids.

  DOI：

  10.1021/ja305491t
• 作为产物：
  描述：

  二苯甲酮 、 phenyl hydrazinecarboxylate 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以70%的产率得到phenyl 2-(diphenylmethylene)hydrazinecarboxylate
  参考文献：
  名称：

  A Tunable Route for the Synthesis of Azomethine Imines and β-Aminocarbonyl Compounds from Alkenes

  摘要：

  Cyclic azomethine imines possessing a beta-aminocarbonyl motif are accessed from simple alkene and hydrazone starting materials. A thermal, concerted alkene aminocarbonylation pathway involving an imino-isocyanate intermediate is proposed and supported by DFT calculations. A notable feature of the process is the steric shielding present in the dipoles formed, which allows for facile purification of the products by chromatography or crystallization. In addition, a fluorenone-derived reagent is reported, which provides reactivity with several alkene classes and allows for mild derivatization of the dipoles into beta-aminoamides, beta-aminoesters, and beta-amino acids.

  DOI：

  10.1021/ja305491t

文献信息

• [EN] PROCESS FOR THE SYNTHESIS OF BETA-AMINOCARBONYLS<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE BÉTA-AMINOCARBONYLES
  申请人：UNIV OTTAWA

  公开号：WO2013067646A1

  公开（公告）日：2013-05-16

  The present application provides processes and intermediates useful in the production of β- aminocarbonyl- or β-aminothiocarbonyl-containing compounds. Provided herein is a process for synthesizing β-aminocarbonyl- or β-aminothiocarbonyl-containing compounds from an alkene and a hydrazone. Also provided herein is a process for synthesizing β-aminocarbonyl- or β-aminothiocarbonyl-containing compounds from an alkene and a hydrazine. The present application further provides intermediate aminoisocyanate and iminoisocyanate compounds, and methods for synthesizing the starting hydrazone and hydrazine compounds.

  本申请提供了在生产β-氨基羰基或β-氨基硫代羰基含有化合物中有用的过程和中间体。本文提供了一种从烯烃和肼酮合成β-氨基羰基或β-氨基硫代羰基含有化合物的方法。本文还提供了一种从烯烃和肼合成β-氨基羰基或β-氨基硫代羰基含有化合物的方法。本申请进一步提供了中间体氨基异氰酸酯和亚氨基异氰酸酯化合物，以及合成起始肼酮和肼化合物的方法。