2-acetyl-5,6,6a,7-tetrahydro-7-methoxy-6a-methylthio-8H-azeto<1,2-d>thieno<2,3-b><1,4>thiazepin-8-one | 161939-42-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-acetyl-5,6,6a,7-tetrahydro-7-methoxy-6a-methylthio-8H-azeto<1,2-d>thieno<2,3-b><1,4>thiazepin-8-one
• 英文别名: 11-acetyl-4-methoxy-5-methylsulfanyl-8,10-dithia-2-azatricyclo[7.3.0.02,5]dodeca-1(9),11-dien-3-one
• CAS: 161939-42-0
• 化学式: C₁₃H₁₅NO₃S₃
• 分子量: 329.465
• InChiKey: JIPOAURMVHLLBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-acetyl-5,6,6a,7-tetrahydro-7-methoxy-6a-methylthio-8H-azeto<1,2-d>thieno<2,3-b><1,4>thiazepin-8-one 在 三氟乙酸 作用下， 反应 20.0h， 以53%的产率得到2-acetyl-8,9-dihydro-6-methoxy-7-methylthiothieno<2,3-b><1,4>thiazonin-5(4H)-one
  参考文献：
  名称：

  Ketene Addition on Thienoanellated Thiazines and Thiazepines with Subsequent Ring Enlargement Reaction to Thieno[2,3-b][1,4]thiazocines and Thieno[2,3-b][1,4]thiazonines

  摘要：

  Reaction of alkylthiothieno[2,3-b][1,4]thiazine derivatives or alkylthiothieno[2,3-b][1,4]thiazepine derivatives (4, 5, 12, 16, and 24) with substituted acetyl chlorides in the presence of triethylamine led to azeto[1,2-d]thieno[2,3-b][1,4]thiazine derivatives and azeto[1,2-d]thieno[2,3-b][1,4]thiazepine derivatives. Some of them were ring opened by treatment with trifluoroacetic acid to give the thieno[2,3-b][1,4]thiazocine derivatives (27 - 30) and the thieno[2,3-b][1,4]thiazonine derivative (32), respectively. 6-Ethyl-1H-thieno[2,3-b][1,4]thiazine-2(3H)-thione (13), after reaction with alpha-chlorophenylacetyl chloride and triethylamine, afforded the thiazolo[2,3-b][1,4]thiazine derivative (34).

  DOI：

  10.3987/com-94-6740
• 作为产物：
  描述：

  7-acetyl-3,4-dihydrothieno<2,3-b><1,4>thiazepin-2(1H)-one 在 劳森试剂 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 78.17h， 生成 2-acetyl-5,6,6a,7-tetrahydro-7-methoxy-6a-methylthio-8H-azeto<1,2-d>thieno<2,3-b><1,4>thiazepin-8-one
  参考文献：
  名称：

  Ketene Addition on Thienoanellated Thiazines and Thiazepines with Subsequent Ring Enlargement Reaction to Thieno[2,3-b][1,4]thiazocines and Thieno[2,3-b][1,4]thiazonines

  摘要：

  Reaction of alkylthiothieno[2,3-b][1,4]thiazine derivatives or alkylthiothieno[2,3-b][1,4]thiazepine derivatives (4, 5, 12, 16, and 24) with substituted acetyl chlorides in the presence of triethylamine led to azeto[1,2-d]thieno[2,3-b][1,4]thiazine derivatives and azeto[1,2-d]thieno[2,3-b][1,4]thiazepine derivatives. Some of them were ring opened by treatment with trifluoroacetic acid to give the thieno[2,3-b][1,4]thiazocine derivatives (27 - 30) and the thieno[2,3-b][1,4]thiazonine derivative (32), respectively. 6-Ethyl-1H-thieno[2,3-b][1,4]thiazine-2(3H)-thione (13), after reaction with alpha-chlorophenylacetyl chloride and triethylamine, afforded the thiazolo[2,3-b][1,4]thiazine derivative (34).

  DOI：

  10.3987/com-94-6740

文献信息

• Erker Thomas, Heterocycles, 38 (1994) N 7, S 1627-1639
  作者：Erker Thomas

  DOI：——

  日期：——
• Ketene Addition on Thienoanellated Thiazines and Thiazepines with Subsequent Ring Enlargement Reaction to Thieno[2,3-b][1,4]thiazocines and Thieno[2,3-b][1,4]thiazonines
  作者：Thomas Erker

  DOI：10.3987/com-94-6740

  日期：——

  Reaction of alkylthiothieno[2,3-b][1,4]thiazine derivatives or alkylthiothieno[2,3-b][1,4]thiazepine derivatives (4, 5, 12, 16, and 24) with substituted acetyl chlorides in the presence of triethylamine led to azeto[1,2-d]thieno[2,3-b][1,4]thiazine derivatives and azeto[1,2-d]thieno[2,3-b][1,4]thiazepine derivatives. Some of them were ring opened by treatment with trifluoroacetic acid to give the thieno[2,3-b][1,4]thiazocine derivatives (27 - 30) and the thieno[2,3-b][1,4]thiazonine derivative (32), respectively. 6-Ethyl-1H-thieno[2,3-b][1,4]thiazine-2(3H)-thione (13), after reaction with alpha-chlorophenylacetyl chloride and triethylamine, afforded the thiazolo[2,3-b][1,4]thiazine derivative (34).