9,10-Dimethoxy-3-phenylselanyl-1,2,3,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-4-one | 910564-45-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 9,10-Dimethoxy-3-phenylselanyl-1,2,3,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-4-one
• CAS: 910564-45-3
• 化学式: C₂₁H₂₃NO₃Se
• 分子量: 416.379
• InChiKey: MWJXXFSZWMOISL-UHFFFAOYSA-N

物化性质

• 沸点：
  563.9±50.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  9,10-Dimethoxy-3-phenylselanyl-1,2,3,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-4-one 在 正丁基锂 、 碘苯二乙酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙腈 为溶剂， 反应 14.0h， 生成 (2SR,3SR,11bRS)-2-[bis(phenylthio)methyl]-3-ethyl-9,10-dimethoxy-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizin-4-one
  参考文献：
  名称：

  Conjugate Additions of Sulfur-Stabilized Anions to Unsaturated Lactams. Synthesis of Polyfunctionalized Benzo[a]quinolizinone Systems

  摘要：

  Conjugate addition reactions of sulfur-stabilized nucleophiles to the delta-lactam unit of tetrahydrobenzo[a]benzoquinolizines have been studied. The stereochemical outcome of the conjugate addition reaction depends on the nature of the substituent at the angular position, thus 2,11b-cis or 2,11b-trans diastereomers could be obtained selectively. The tandem conjugate addition-alkylation also takes place in good yields and with high diastereoselectivity. The polyfunctionalized hexahydrobenzo[a]quinolizinone systems obtained could be further elaborated toward emetine-like structures.

  DOI：

  10.1021/jo060903w
• 作为产物：
  描述：

  3,4-二甲氧基苯乙胺 在 盐酸 、 sodium tetrahydroborate 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 为溶剂， 反应 34.34h， 生成 9,10-Dimethoxy-3-phenylselanyl-1,2,3,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-4-one
  参考文献：
  名称：

  Conjugate Additions of Sulfur-Stabilized Anions to Unsaturated Lactams. Synthesis of Polyfunctionalized Benzo[a]quinolizinone Systems

  摘要：

  Conjugate addition reactions of sulfur-stabilized nucleophiles to the delta-lactam unit of tetrahydrobenzo[a]benzoquinolizines have been studied. The stereochemical outcome of the conjugate addition reaction depends on the nature of the substituent at the angular position, thus 2,11b-cis or 2,11b-trans diastereomers could be obtained selectively. The tandem conjugate addition-alkylation also takes place in good yields and with high diastereoselectivity. The polyfunctionalized hexahydrobenzo[a]quinolizinone systems obtained could be further elaborated toward emetine-like structures.

  DOI：

  10.1021/jo060903w