[6-Hydroxy-3-methyl-5-(2-thiophen-2-yl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-benzofuran-2-yl]-phenyl-methanone | 198343-16-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [6-Hydroxy-3-methyl-5-(2-thiophen-2-yl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-benzofuran-2-yl]-phenyl-methanone
• 英文别名: [6-Hydroxy-3-methyl-5-(2-thiophen-2-yl-2,3-dihydro-1,5-benzothiazepin-4-yl)-1-benzofuran-2-yl]-phenylmethanone
• CAS: 198343-16-7
• 化学式: C₂₉H₂₁NO₃S₂
• 分子量: 495.623
• InChiKey: MJHNYCCEYBBQPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 [6-Hydroxy-3-methyl-5-(2-thiophen-2-yl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-benzofuran-2-yl]-phenyl-methanone 以 吡啶 为溶剂， 反应 7.0h， 以75%的产率得到Acetic acid 5-[3-acetyl-2-((E)-2-thiophen-2-yl-vinyl)-2,3-dihydro-benzothiazol-2-yl]-2-benzoyl-3-methyl-benzofuran-6-yl ester
  参考文献：
  名称：

  An Efficient Procedure for the Preparation of 3′-Acetyl-2′,3′-dihydrobenzothiazoles by Ring Contraction of 2′,3′-Dihydro-1,5-Benzothiazepines Under Acetylating Conditions

  摘要：

  Reaction of 2-benzoyl-6-hydroxy-3-methyl-5-(2'-substituted-2',3'-dihydro-1,5-benzothiazepin-4'-yl) benzofurans (4a-f) with a mixture of acetic anhydride and pyridine afforded 6-acetoxy-2-benzoyl-3-methyl-5-(3'-acetyl-2'-substitutedstyryl-2',3'-dihydrobenzothiazole-2'-yl) benzofurans (5a-f) as sole products in good yields. A reaction mechanism for the ring contraction is proposed. All the compounds (5a-f) were screened for their antifeedant activity by the "Non-Choice test method" using 6 h prestarved fourth instar larvae of Spodoptera litura F. Compounds 5a, 5c and 5d exhibited highest antifeedant activity.

  DOI：

  10.1080/00397910008087316
• 作为产物：
  描述：

  5-acetyl-2-benzoyl-6-hydroxy-3-methylbenzofuran 在 氢氧化钾 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 28.0h， 生成 [6-Hydroxy-3-methyl-5-(2-thiophen-2-yl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-benzofuran-2-yl]-phenyl-methanone
  参考文献：
  名称：

  A Facile Synthesis of 2-Benzoyl-6-Hydroxy-3-Methyl-5-(2'-Substituted-2',3'-Dihydro-1,5-Benzothiazepn- 4'-yl)Benzofurans and Their Antifeedant Activity

  摘要：

  The synthesis, characterisation and antifeedant activity of some new 1,5-benzothiazepines prepared from 4,6-diacetylresorcinol has been reported.

  DOI：

  10.1080/00397919708005910

文献信息

• Sarasija; Sudershan; Ashok, Indian Journal of Heterocyclic Chemistry, 2014, vol. 24, # 2, p. 199 - 204
  作者：Sarasija、Sudershan、Ashok

  DOI：——

  日期：——