1,11-Dimethoxy-5,7-dioxa-dibenzo[a,c]cycloheptene | 189299-66-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,11-Dimethoxy-5,7-dioxa-dibenzo[a,c]cycloheptene
• 英文别名: 1,11-Dimethoxybenzo[d][1,3]benzodioxepine
• CAS: 189299-66-9
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: UPDYFJOQMVDSJF-UHFFFAOYSA-N

物化性质

• 沸点：
  424.7±25.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,11-Dimethoxy-5,7-dioxa-dibenzo[a,c]cycloheptene 在 甲醇 、 乙酰氯 作用下， 反应 96.0h， 以90%的产率得到2-(2-羟基-6-甲氧基苯基)-3-甲氧基苯酚
  参考文献：
  名称：

  Two new efficient preparations of enantiopure 2,2′-dihydroxy-6,6′-dimethoxy-1,1′-biphenyl

  摘要：

  Two new useful methods for the preparation of diol 1 starting from available compounds are described. Separation of the two enantiomers entails resolution of racemic diol 1 via the corresponding diastereomeric N-methylated phosphorothioamidates. Their separation by recrystallization followed by reduction afforded diol (aS)-1 and (aR)-1 in 100% and 72% ee, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00021-9
• 作为产物：
  描述：

  1-甲氧基-3-[(3-甲氧基苯氧基)甲氧基]苯 在 吡啶 、 copper(l) iodide 、 正丁基锂 作用下， 生成 1,11-Dimethoxy-5,7-dioxa-dibenzo[a,c]cycloheptene
  参考文献：
  名称：

  Preparation and resolution of 2,2′-dimercapto-6,6′-dimethoxy-1,1′-biphenyl: a C2-symmetric sulfur building block

  摘要：

  The preparation of the title dimercaptan 1 starting from 2,2'-dihydroxy-6,6'-dimethoxy-1,1'-biphenyl 2 is described, Resolution of dimercaptan 1 was performed using (-)-(1R,2S,5R)-menthyl chloroformate as a chiral resolving agent. The procedure affords dimercaptan (+)-1 and (-)-1 in 98% ee and 93% ee, respectively. A new and direct intermolecular Ullmann coupling resulting in an improved preparation of diol 2 is also reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00278-x

文献信息

• Torsional angles in 6,6′-bridged atropoisomeric biphenyls control the electrophilic substitution with phthalimidesulfenyl chloride
  作者：Giovanna Delogu、Davide Fabbri、Stefano Menichetti、Cristina Nativi

  DOI：10.1016/s0040-4020(03)00178-9

  日期：2003.3

  The reaction of phthalimidesulfenyl chloride with 2,2′,6,6′-hydroxylated biphenyls allowed the preparation of 3- and/or 3,3′-N-thiophthalimide derivatives which can be easily transformed into the corresponding thiols and/or disulfides. Mono- or bis-substitution, as well as the regiochemistry of the sulfenylation, are predictable as a function of the substituents on the biphenyl unit and the length

  邻苯二甲酰亚胺亚磺酰氯与2,2'，6,6'-羟基联苯的反应允许制备3-和/或3,3'- N-硫代邻苯二甲酰亚胺衍生物，其可以容易地转化成相应的硫醇和/或二硫化物。根据联苯单元上的取代基和6,6'桥的长度，可以预测单或双取代以及亚磺酰基化的区域化学。