Ethyl 1-benzoyl-10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-2-carboxylate | 1005386-00-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl 1-benzoyl-10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-2-carboxylate
• CAS: 1005386-00-4
• 化学式: C₃₄H₂₇NO₄S
• 分子量: 545.659
• InChiKey: MASXBJWBCNIHIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  85
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 1-benzoyl-10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-2-carboxylate 、 2-(三甲基硅)苯基三氟甲烷磺酸盐 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 1.67h， 以96%的产率得到C₄₀H₃₁NO₄S
  参考文献：
  名称：

  Concise Assembly of Highly Substituted Furan-Fused 1,4-Thiazepines and Their Diels−Alder Reactions with Benzynes

  摘要：

  A facile and highly efficient three-component reaction of thiazole or benzothiazole carbenes, disubstituted ketenes, and activated alkynes is disclosed. With this methodology, a polysubstituted ring system containing furo[2,3-c]thiazepine core can be constructed from simple and readily accessible starting materials in good yields. The scope and limitation of this transformation were investigated in detail by using various thiazole carbene, ketene, and alkyne components. Furthermore, the synthetic utilities of these unique polyheterocyclic compounds were demonstrated via their Diels-Alder reactions with benzynes to furnish thiazepine-fused 7-oxanorbornadiene derivatives in excellent yields.

  DOI：

  10.1021/jo702299m
• 作为产物：
  描述：

  二苯乙烯酮 、 4-oxo-4-phenyl-but-2-ynoic acid ethyl ester 、 3-methyl-2,3-dihydro-benzothiazole-2-carbonitrile 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以65%的产率得到Ethyl 1-benzoyl-10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-2-carboxylate
  参考文献：
  名称：

  Concise Assembly of Highly Substituted Furan-Fused 1,4-Thiazepines and Their Diels−Alder Reactions with Benzynes

  摘要：

  A facile and highly efficient three-component reaction of thiazole or benzothiazole carbenes, disubstituted ketenes, and activated alkynes is disclosed. With this methodology, a polysubstituted ring system containing furo[2,3-c]thiazepine core can be constructed from simple and readily accessible starting materials in good yields. The scope and limitation of this transformation were investigated in detail by using various thiazole carbene, ketene, and alkyne components. Furthermore, the synthetic utilities of these unique polyheterocyclic compounds were demonstrated via their Diels-Alder reactions with benzynes to furnish thiazepine-fused 7-oxanorbornadiene derivatives in excellent yields.

  DOI：

  10.1021/jo702299m

文献信息

• Concise Assembly of Highly Substituted Furan-Fused 1,4-Thiazepines and Their Diels−Alder Reactions with Benzynes
  作者：Hanfeng Ding、Yiping Zhang、Ming Bian、Weijun Yao、Cheng Ma

  DOI：10.1021/jo702299m

  日期：2008.1.1

  A facile and highly efficient three-component reaction of thiazole or benzothiazole carbenes, disubstituted ketenes, and activated alkynes is disclosed. With this methodology, a polysubstituted ring system containing furo[2,3-c]thiazepine core can be constructed from simple and readily accessible starting materials in good yields. The scope and limitation of this transformation were investigated in detail by using various thiazole carbene, ketene, and alkyne components. Furthermore, the synthetic utilities of these unique polyheterocyclic compounds were demonstrated via their Diels-Alder reactions with benzynes to furnish thiazepine-fused 7-oxanorbornadiene derivatives in excellent yields.