benzo[d][1,3]dioxol-4-yl trifluoromethanesulfonate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: benzo[d][1,3]dioxol-4-yl trifluoromethanesulfonate
• 英文别名: 2,3-Methylenedioxyphenyl Trifluoromethane Sulfonate；1,3-benzodioxol-4-yl trifluoromethanesulfonate
• 化学式: C₈H₅F₃O₅S
• 分子量: 270.186
• InChiKey: NBOLRGGBKKKNLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  benzo[d][1,3]dioxol-4-yl trifluoromethanesulfonate 在 2-双环己基膦-2',6'-二甲氧基联苯 、 盐酸 、 palladium diacetate 、 lithium tert-butoxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.5h， 生成 N-[4-(benzo[d][1,3]dioxol-4-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis of Substituted 2-Aminoimidazoles via Pd-Catalyzed Alkyne Carboamination Reactions. Application to the Synthesis of Preclathridine Natural Products

  摘要：

  A new method for the synthesis of 2-aminoimidazole products is described. The heterocyclic products are generated in good yields via Pd-catalyzed carboamination reactions of N-propargyl guanidines and aryl triflates. This methodology generates both a C-N and C-C bond during the annulation step and facilitates the rapid construction of 2-aminoimidazole products with different aryl groups. The utility of this methodology was demonstrated in the total synthesis of preclathridine A, preclathridine B, and dorimidazole B from a single intermediate.

  DOI：

  10.1021/ol502471x
• 作为产物：
  描述：

  三氟甲磺酸酐 、 4-羟基-1,3-苯并二氧代 在 potassium phosphate 作用下， 以 水 、 甲苯 为溶剂， 反应 0.5h， 以76%的产率得到benzo[d][1,3]dioxol-4-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Synthesis of Substituted 2-Aminoimidazoles via Pd-Catalyzed Alkyne Carboamination Reactions. Application to the Synthesis of Preclathridine Natural Products

  摘要：

  A new method for the synthesis of 2-aminoimidazole products is described. The heterocyclic products are generated in good yields via Pd-catalyzed carboamination reactions of N-propargyl guanidines and aryl triflates. This methodology generates both a C-N and C-C bond during the annulation step and facilitates the rapid construction of 2-aminoimidazole products with different aryl groups. The utility of this methodology was demonstrated in the total synthesis of preclathridine A, preclathridine B, and dorimidazole B from a single intermediate.

  DOI：

  10.1021/ol502471x

文献信息

• Heterocyclic aminopyrrolidine derivatives as melatonergic agents
  申请人：Bristol-Meyers Squibb

  公开号：US06211225B1

  公开（公告）日：2001-04-03

  There is provided a novel series of heterocyclic aminopyrrolidine compounds of Formula I wherein R1, R2, R3, R4, W, Z and the wavy bond are as defined herein which bind to the human melatonin receptor and therefore are useful as melatonergic agents.

  提供了一系列新颖的Formula I杂环氨基吡咯烷化合物，其中R1、R2、R3、R4、W、Z和波浪键的定义如本文所述，它们能够结合人体褪黑素受体，因此可用作褪黑素作用剂。
• BENZOYLGUANIDINE DERIVATIVES AS MEDICAMENTS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0773927A2

  公开（公告）日：1997-05-21
• HETEROCYCLIC AMINOPYRROLIDINE DERIVATIVES AS MELATONERGIC AGENTS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP1189900B1

  公开（公告）日：2004-01-14
• EP1189900A4
  申请人：——

  公开号：EP1189900A4

  公开（公告）日：2002-07-31
• US5968985A
  申请人：——

  公开号：US5968985A

  公开（公告）日：1999-10-19