ethyl 3-bromo-4,5,6,7-tetrahydroisobenzofuran-1-carboxylate | 188240-68-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: ethyl 3-bromo-4,5,6,7-tetrahydroisobenzofuran-1-carboxylate
• 英文别名: ethyl 3-bromo-4,5,6,7-tetrahydro-2-benzofuran-1-carboxylate
• CAS: 188240-68-8
• 化学式: C₁₁H₁₃BrO₃
• 分子量: 273.126
• InChiKey: XQXYGCKXMKFEPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-bromo-4,5,6,7-tetrahydroisobenzofuran-1-carboxylate 在 N-甲基吗啉 、 palladium diacetate 、 sodium hydroxide 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 32.0h， 生成 dimethyl N-(3-{[2-(pivaloylamino)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidin-6-yl]ethynyl}-4,5,6,7-tetrahydroisobenzofuroyl)-L-glutamate
  参考文献：
  名称：

  Replacement of the 1‘,4‘-Phenylene Region in 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF) by 4,5,6,7-Tetrahydrobenzo[c]thiophene and 4,5,6,7-Tetrahydroisobenzofuran Nuclei

  摘要：

  Two new analogs of DDATHF, in which the 1',4'-phenylene unit is replaced by 4,5,6,7-tetrahydrobenzo[c]thiophene and 4,5,6,7-tetrahydroisobenzofuran nuclei, have been prepared and evaluated for in vitro cytotoxicity, GARFT inhibition, and FPGS affinity as potential antitumor agents.

  DOI：

  10.1021/jo9619903
• 作为产物：
  描述：

  ethyl cyclohexafuran-2-carboxylate 在 磷酸三甲酯 、 溴 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 以50%的产率得到ethyl 3-bromo-4,5,6,7-tetrahydroisobenzofuran-1-carboxylate
  参考文献：
  名称：

  Replacement of the 1‘,4‘-Phenylene Region in 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF) by 4,5,6,7-Tetrahydrobenzo[c]thiophene and 4,5,6,7-Tetrahydroisobenzofuran Nuclei

  摘要：

  Two new analogs of DDATHF, in which the 1',4'-phenylene unit is replaced by 4,5,6,7-tetrahydrobenzo[c]thiophene and 4,5,6,7-tetrahydroisobenzofuran nuclei, have been prepared and evaluated for in vitro cytotoxicity, GARFT inhibition, and FPGS affinity as potential antitumor agents.

  DOI：

  10.1021/jo9619903

文献信息

• Replacement of the 1‘,4‘-Phenylene Region in 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF) by 4,5,6,7-Tetrahydrobenzo[<i>c</i>]thiophene and 4,5,6,7-Tetrahydroisobenzofuran Nuclei
  作者：Edward C. Taylor、James E. Dowling

  DOI：10.1021/jo9619903

  日期：1997.3.1

  Two new analogs of DDATHF, in which the 1',4'-phenylene unit is replaced by 4,5,6,7-tetrahydrobenzo[c]thiophene and 4,5,6,7-tetrahydroisobenzofuran nuclei, have been prepared and evaluated for in vitro cytotoxicity, GARFT inhibition, and FPGS affinity as potential antitumor agents.