(2R)-2-<(1R)-1-(Benzyloxy)ethyl>-6-(2-furyl)-4-(p-methoxyphenyl)-5-methyl-3-p-tolyl-2,3-dihydropyrimidine | 150716-68-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (2R)-2-<(1R)-1-(Benzyloxy)ethyl>-6-(2-furyl)-4-(p-methoxyphenyl)-5-methyl-3-p-tolyl-2,3-dihydropyrimidine
• 英文别名: (2R)-2-[(1R)-1-(Benzyloxy)ethyl]-6-(2-furyl)-4-(p-methoxyphenyl)-5-methyl-3-p-tolyl-2,3-dihydropyrimidine；(2R)-4-(furan-2-yl)-6-(4-methoxyphenyl)-5-methyl-1-(4-methylphenyl)-2-[(1R)-1-phenylmethoxyethyl]-2H-pyrimidine
• CAS: 150716-68-0
• 化学式: C₃₂H₃₂N₂O₃
• 分子量: 492.618
• InChiKey: ILVRPTLODRCXLB-QNLPTKCRSA-N

物化性质

• 沸点：
  610.5±55.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R)-2-<(1R)-1-(Benzyloxy)ethyl>-6-(2-furyl)-4-(p-methoxyphenyl)-5-methyl-3-p-tolyl-2,3-dihydropyrimidine 在 sodium hydroxide 、 sodium tetrahydroborate 、 硫酸 、 potassium tri-sec-butyl-borohydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 2.0h， 生成 (1R,2S,3S)-3-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
• 作为产物：
  描述：

  <1-(p-Methoxyphenyl)propylidene>-p-tolylamine 生成 (2R)-2-<(1R)-1-(Benzyloxy)ethyl>-6-(2-furyl)-4-(p-methoxyphenyl)-5-methyl-3-p-tolyl-2,3-dihydropyrimidine
  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