Dimethyl 10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-1,2-dicarboxylate | 1005385-99-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Dimethyl 10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-1,2-dicarboxylate
• CAS: 1005385-99-8
• 化学式: C₂₈H₂₃NO₅S
• 分子量: 485.56
• InChiKey: ALORDXMVORHRHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  94.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Dimethyl 10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-1,2-dicarboxylate 、 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94%的产率得到C₃₄H₂₇NO₅S
  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 、 丁炔二酸二甲酯 、 3-methyl-2,3-dihydro-benzothiazole-2-carbonitrile 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以56%的产率得到Dimethyl 10-methyl-4,4-diphenylfuro[2,3-c][1,5]benzothiazepine-1,2-dicarboxylate
  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