N-piperonylidene-1,1-diphenylmethylamine | 840500-42-7

• 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: N-piperonylidene-1,1-diphenylmethylamine
• 英文别名: N-(benzo[d][1,3]dioxol-5-ylmethylene)-1,1-diphenylmethanamine；N-benzhydryl-1-(1,3-benzodioxol-5-yl)methanimine
• CAS: 840500-42-7
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: CFUACAALVLJILV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-piperonylidene-1,1-diphenylmethylamine 在 盐酸 作用下， 反应 9.0h， 生成 (α-amino-3,4-methylenedioxy-benzyl)-phosphonic acid
  参考文献：
  名称：

  1-AMINO-1-ARYL- AND 1-AMINO-1-HETEROARYL-METHANEPHOSPHONIC ACIDS AND THEIRN-BENZHYDRYL–PROTECTED DIETHYL ESTERS: PREPARATION AND CHARACTERIZATION

  摘要：

  N-Benzhydryl-protected diethyl esters of 1-amino-1-aryl- (phenyl, cumyl, p-dimethylaminophenyl, piperonyl, 1'-naphthyl, 9'-anthryl, T-pyrenyl) and 1-ainino-1-heteroaryl- (furyl, 2'-thienyl, X-thienyl, 2'-pyrrolyl)-methanephosphonic acids, prepared by the addition of diethyl phosphite to the corresponding benzhydryl imines, have been isolated, purified, and characterized. The presence of chiral alpha-carbon and prochiral phosphorus in these esters gives rise to complicated features in their NMR spectra, which are discussed. Hydrolysis of the crude 1-aryl compounds in situ gave modest yields of the corresponding aminophosphonic acids (except for 1'-pyrenyl). Of the 1-heteroaryl derivatives, only the 2'-thienyl compound gave the expected aminophosphonic acid; in other cases, alternative modes of decomposition may occur under hydrolytic conditions. NMR and mass spectral data are given for all products.

  DOI：

  10.1080/10426500490466274
• 作为产物：
  描述：

  胡椒醛 、 二苯甲胺盐酸盐 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以53.1%的产率得到N-piperonylidene-1,1-diphenylmethylamine
  参考文献：
  名称：

  1-AMINO-1-ARYL- AND 1-AMINO-1-HETEROARYL-METHANEPHOSPHONIC ACIDS AND THEIRN-BENZHYDRYL–PROTECTED DIETHYL ESTERS: PREPARATION AND CHARACTERIZATION

  摘要：

  N-Benzhydryl-protected diethyl esters of 1-amino-1-aryl- (phenyl, cumyl, p-dimethylaminophenyl, piperonyl, 1'-naphthyl, 9'-anthryl, T-pyrenyl) and 1-ainino-1-heteroaryl- (furyl, 2'-thienyl, X-thienyl, 2'-pyrrolyl)-methanephosphonic acids, prepared by the addition of diethyl phosphite to the corresponding benzhydryl imines, have been isolated, purified, and characterized. The presence of chiral alpha-carbon and prochiral phosphorus in these esters gives rise to complicated features in their NMR spectra, which are discussed. Hydrolysis of the crude 1-aryl compounds in situ gave modest yields of the corresponding aminophosphonic acids (except for 1'-pyrenyl). Of the 1-heteroaryl derivatives, only the 2'-thienyl compound gave the expected aminophosphonic acid; in other cases, alternative modes of decomposition may occur under hydrolytic conditions. NMR and mass spectral data are given for all products.

  DOI：

  10.1080/10426500490466274

文献信息

• Chiral Lanthanum(III)-Binaphthyldisulfonate Complexes for Catalytic Enantioselective Strecker Reaction
  作者：Manabu Hatano、Yasushi Hattori、Yoshiro Furuya、Kazuaki Ishihara

  DOI：10.1021/ol900680f

  日期：2009.6.4

  A catalytic enantioselective Strecker reaction catalyzed by novel chiral lanthanum(III)−binaphthyl disulfonate complexes was developed. The key to promoting the reactions was a semistoichiometric amount of AcOH or i-PrCO2H, which takes advantage of HCN generation in situ. The corresponding cyanation products were obtained in high yields and with high enantioselectivities.

  新型手性镧（III）-萘基二磺酸二磺酸盐配合物催化了对映选择性斯特雷克反应。促进反应的关键是半化学计量的AcOH或i- PrCO 2 H，它利用了原位生成HCN的优势。以高收率和高对映选择性获得相应的氰化产物。