6-Hydroxy-1-(6-trimethylsilanyl-hex-4-ynyl)-1,4,5,6-tetrahydro-pyridine-3,4-dicarboxylic acid 4-tert-butyl ester 3-methyl ester | 141245-19-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: 6-Hydroxy-1-(6-trimethylsilanyl-hex-4-ynyl)-1,4,5,6-tetrahydro-pyridine-3,4-dicarboxylic acid 4-tert-butyl ester 3-methyl ester
• CAS: 141245-19-4
• 化学式: C₂₁H₃₅NO₅Si
• 分子量: 409.598
• InChiKey: RSSBPUYAMNTTLI-UHFFFAOYSA-N

物化性质

• 沸点：
  477.7±45.0 °C(Predicted)
• 密度：
  1.070±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  76.07
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6-Hydroxy-1-(6-trimethylsilanyl-hex-4-ynyl)-1,4,5,6-tetrahydro-pyridine-3,4-dicarboxylic acid 4-tert-butyl ester 3-methyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Stereoselective sequential photochemical cycloaddition - iminium ion - propargylsilane cyclization. Synthesis of quinolizidines and pyrido [1,2-a]azepines

  摘要：

  Photochemical cycloaddition of the enaminecarbaldehydes 15 and 16 with the acrylic acid derivatives 20a-c gave the 2-hydroxytetrahydropyridines 21a-c and 24a-c, respectively which cyclize on treatment with trifluoroacetic acid or Lewis acids to furnish the quinolizidines 22a-c and pyrido[1,2-a]azepines 25a-c, respectively in good yields and with high 1,3-induced diastereoselectivity. Indolizidines 27 cannot be prepared by this method.

  DOI：

  10.1016/s0040-4020(01)88876-1
• 作为产物：
  描述：

  6-(Trimethylsilyl)-4-hexinyl-1-amine 在 sodium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 6-Hydroxy-1-(6-trimethylsilanyl-hex-4-ynyl)-1,4,5,6-tetrahydro-pyridine-3,4-dicarboxylic acid 4-tert-butyl ester 3-methyl ester
  参考文献：
  名称：

  Stereoselective sequential photochemical cycloaddition - iminium ion - propargylsilane cyclization. Synthesis of quinolizidines and pyrido [1,2-a]azepines

  摘要：

  Photochemical cycloaddition of the enaminecarbaldehydes 15 and 16 with the acrylic acid derivatives 20a-c gave the 2-hydroxytetrahydropyridines 21a-c and 24a-c, respectively which cyclize on treatment with trifluoroacetic acid or Lewis acids to furnish the quinolizidines 22a-c and pyrido[1,2-a]azepines 25a-c, respectively in good yields and with high 1,3-induced diastereoselectivity. Indolizidines 27 cannot be prepared by this method.

  DOI：

  10.1016/s0040-4020(01)88876-1