<1-(p-Methoxyphenyl)propylidene>-p-tolylamine

• 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: <1-(p-Methoxyphenyl)propylidene>-p-tolylamine
• 英文别名: 1-(4-methoxyphenyl)-N-(4-methylphenyl)propan-1-imine
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: INXVVUBXLJXTHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <1-(p-Methoxyphenyl)propylidene>-p-tolylamine 在 sodium hydroxide 、 sodium tetrahydroborate 、 硫酸 、 二异丁基氢化铝 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 、 叔丁醇 为溶剂， 反应 1.0h， 生成 (1R,2S,3S)-3-<(tert-Butoxycarbonyl)amino>-3-(2-furyl)-1-(p-methoxyphenyl)-2-methyl-1-propanol
  参考文献：
  名称：

  1,3-Amino alcohols from 4-amino-1-aza dienes. Diastereo- and enantioselective approach to the four diastereoisomers of the N-terminal amino acid component of nikkomycins B and BX

  摘要：

  A strategy that entails the preparation of 1,3-amino alcohols from 4-amino-1-aza dienes is used to synthesize the four diastereoisomeric lactones of the N-terminal amino acid moiety of nikkomycins B and B(X) in a diastereo- and enantioselective manner. Thus, enantiomerically pure beta-amino ketones anti-13 and syn-13 were synthesized starting from the 4-amino-1-aza diene 10 and (R)-O-benzyllactic aldehyde via the corresponding dihydro- and tetrahydropyrimidines. These beta-amino ketones were further converted into the lactones 22-25 with high diastereoselectivity through their 1,3-amino alcohol derivatives.

  DOI：

  10.1021/jo00074a024

文献信息

• New synthesis of 4-amino-1-azadienes by addition of Zn-enolates to nitriles
  作者：José Barluenga、Carlos del Pozo Losada、Bernardo Olano

  DOI：10.1016/s0040-4039(00)73944-x

  日期：1993.1

  A synthesis of 4-amino-1-azadienes 1 b addition of Zn-enolates of Schiff bases to nitriles is described. This method improves the yields achieved by the former one using AlCl3.
• 1,3-Amino alcohols from 4-amino-1-aza dienes. Diastereo- and enantioselective approach to the four diastereoisomers of the N-terminal amino acid component of nikkomycins B and BX
  作者：Jose Barluenga、Argimiro L. Viado、Enrique Aguilar、Santos Fustero、Bernardo Olano

  DOI：10.1021/jo00074a024

  日期：1993.10

  A strategy that entails the preparation of 1,3-amino alcohols from 4-amino-1-aza dienes is used to synthesize the four diastereoisomeric lactones of the N-terminal amino acid moiety of nikkomycins B and B(X) in a diastereo- and enantioselective manner. Thus, enantiomerically pure beta-amino ketones anti-13 and syn-13 were synthesized starting from the 4-amino-1-aza diene 10 and (R)-O-benzyllactic aldehyde via the corresponding dihydro- and tetrahydropyrimidines. These beta-amino ketones were further converted into the lactones 22-25 with high diastereoselectivity through their 1,3-amino alcohol derivatives.