3,3-diethoxy-N-(2-phenylsulfanylethyl)propan-1-amine | 221100-43-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3,3-diethoxy-N-(2-phenylsulfanylethyl)propan-1-amine
• CAS: 221100-43-2
• 化学式: C₁₅H₂₅NO₂S
• 分子量: 283.435
• InChiKey: JDOWDXUCYDLVJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3-diethoxy-N-(2-phenylsulfanylethyl)propan-1-amine 在 水 、 双(三甲基硅烷基)氨基钾 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 丙酮 、 苯 为溶剂， 生成 ethyl (Z)-5-[[2-(2-iodo-4,5-dimethoxyphenyl)acetyl]-(2-phenylsulfanylethyl)amino]pent-2-enoate
  参考文献：
  名称：

  Stereoselective radical cascade approach to benzo[a]quinolizidines

  摘要：

  The treatment of enamide 15, having an (E)-4-ethoxycarbonyl-3-butenyl group on the nitrogen atom. with Bu3SnH-AIBN in boiling benzene, afforded a 1.2:1 mixture of two benzo[a] quinolizidine stereoisomers 16 and 17 as a result of cascade radical cyclization. A similar treatment of the (2)-4-ethoxycarbonyl-3-butenyl congener 19 gave 16 and 17 in a ratio of 3.4:1. The high stereoselectivity (16:17 = 37:1) from 19 was obtained using Et3B as the initiator at -78 degrees C in toluene. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02550-7
• 作为产物：
  描述：

  1-氨基-3,3-二乙氧基丙烷 、 2-氯乙基苯基硫醚 在 四丁基溴化铵 、 sodium carbonate 、 sodium iodide 作用下， 以 1,4-二氧六环 为溶剂， 以60%的产率得到3,3-diethoxy-N-(2-phenylsulfanylethyl)propan-1-amine
  参考文献：
  名称：

  Stereoselective radical cascade approach to benzo[a]quinolizidines

  摘要：

  The treatment of enamide 15, having an (E)-4-ethoxycarbonyl-3-butenyl group on the nitrogen atom. with Bu3SnH-AIBN in boiling benzene, afforded a 1.2:1 mixture of two benzo[a] quinolizidine stereoisomers 16 and 17 as a result of cascade radical cyclization. A similar treatment of the (2)-4-ethoxycarbonyl-3-butenyl congener 19 gave 16 and 17 in a ratio of 3.4:1. The high stereoselectivity (16:17 = 37:1) from 19 was obtained using Et3B as the initiator at -78 degrees C in toluene. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02550-7

文献信息

• Stereoselective radical cascade approach to benzo[a]quinolizidines
  作者：Hiroyuki Ishibashi、Masatake Inomata、Masashi Ohba、Masazumi Ikeda

  DOI：10.1016/s0040-4039(98)02550-7

  日期：1999.2

  The treatment of enamide 15, having an (E)-4-ethoxycarbonyl-3-butenyl group on the nitrogen atom. with Bu3SnH-AIBN in boiling benzene, afforded a 1.2:1 mixture of two benzo[a] quinolizidine stereoisomers 16 and 17 as a result of cascade radical cyclization. A similar treatment of the (2)-4-ethoxycarbonyl-3-butenyl congener 19 gave 16 and 17 in a ratio of 3.4:1. The high stereoselectivity (16:17 = 37:1) from 19 was obtained using Et3B as the initiator at -78 degrees C in toluene. (C) 1999 Elsevier Science Ltd. All rights reserved.