1,4-Bis-benzyloxy-2-methoxy-3-methyl-benzene | 185981-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-Bis-benzyloxy-2-methoxy-3-methyl-benzene
• 英文别名: 2-methoxy-3-methyl-1,4-bis(phenylmethoxy)benzene
• CAS: 185981-75-3
• 化学式: C₂₂H₂₂O₃
• 分子量: 334.415
• InChiKey: QXKISJYMIKEYLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,4-Bis-benzyloxy-2-methoxy-3-methyl-benzene 在 N-碘代丁二酰亚胺 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 生成 2,5,2'-Tris-benzyloxy-4,4',5'-trimethoxy-3,3'-dimethyl-biphenyl
  参考文献：
  名称：

  Biaryl formation using the suzuki protocol: Considerations of base, halide, and protecting group.

  摘要：

  The generation of aryl anions prior to quenching with a trialkyl borate has been shown to be sensitive to the composition of the aryl substrate. Aryl iodides containing remote benzyl ether substituents undergo trans-metallation with sec-BuLi to cleanly give the desired aryl anions whereas the corresponding bromides afford appreciable quantities of dianionic intermediates. The arylboronic acids derived from alkylation of these anions subsequently undergo a palladium mediated coupling with aryl halides to provide good yields of the desired biaryls. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(96)02065-5
• 作为产物：
  描述：

  2,6-二羟基甲苯 在 盐酸 、 sodium methylate 、 四丁基碘化铵 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 1,4-Bis-benzyloxy-2-methoxy-3-methyl-benzene
  参考文献：
  名称：

  Biaryl formation using the suzuki protocol: Considerations of base, halide, and protecting group.

  摘要：

  The generation of aryl anions prior to quenching with a trialkyl borate has been shown to be sensitive to the composition of the aryl substrate. Aryl iodides containing remote benzyl ether substituents undergo trans-metallation with sec-BuLi to cleanly give the desired aryl anions whereas the corresponding bromides afford appreciable quantities of dianionic intermediates. The arylboronic acids derived from alkylation of these anions subsequently undergo a palladium mediated coupling with aryl halides to provide good yields of the desired biaryls. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(96)02065-5