7-hydroxy-6-iso-propyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one | 1415742-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 7-hydroxy-6-iso-propyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
• 英文别名: 7-Hydroxy-6-isopropyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one；7-hydroxy-2,2-dimethyl-6-propan-2-yl-1,3-benzodioxin-4-one
• CAS: 1415742-78-7
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: FIYFETMJSUTOIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-((4-methylpiperazin-1-yl)methyl)iso-indoline trihydrochloride 、 7-hydroxy-6-iso-propyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以70%的产率得到[1,3-二氢-5-[(4-甲基-1-哌嗪基)甲基]-2H-异吲哚-2-基][2,4-二羟基-5-(1-甲基乙基)苯基]甲酮
  参考文献：
  名称：

  Total Synthesis of Resorcinol Amide Hsp90 Inhibitor AT13387

  摘要：

  The synthesis of C-5-substituted resorcinol amide AT13387, a known Hsp90 inhibitor currently in clinical trials, is reported without the use of phenolic protection in an overall yield of 13.4%. Biomimetic aromatization and Suzuki-Miyaura cross coupling approach were employed to synthesize the resorcinol and iso-indoline units, respectively, which were efficiently coupled using Grignard-mediated amidation.

  DOI：

  10.1021/jo302406w
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 以0.86 g的产率得到7-hydroxy-6-iso-propyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
  参考文献：
  名称：

  Total Synthesis of Resorcinol Amide Hsp90 Inhibitor AT13387

  摘要：

  The synthesis of C-5-substituted resorcinol amide AT13387, a known Hsp90 inhibitor currently in clinical trials, is reported without the use of phenolic protection in an overall yield of 13.4%. Biomimetic aromatization and Suzuki-Miyaura cross coupling approach were employed to synthesize the resorcinol and iso-indoline units, respectively, which were efficiently coupled using Grignard-mediated amidation.

  DOI：

  10.1021/jo302406w
• 作为试剂：
  描述：

  5-(4-Methylpiperazin-1-ylmethyl)-2,3-dihydro-1H-isoindole trihydrochloride 、 7-hydroxy-6-iso-propyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 在 7-hydroxy-6-iso-propyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 作用下， 以70的产率得到(2,4-dihydroxy-5-isopropyl-phenyl)-[5-(4-methyl-piperazin-1-ylmethyl)-1,3-dihydro-isoindol-2-yl]-methanone L-lactate salt
  参考文献：
  名称：

  J. Org. Chem. 2012, 77, 11296-11301

  摘要：

  DOI：