Dimethyl-thiocarbamic acid S-(2'-dimethylcarbamoylsulfanyl-6,6'-dimethoxy-biphenyl-2-yl) ester | 215931-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Dimethyl-thiocarbamic acid S-(2'-dimethylcarbamoylsulfanyl-6,6'-dimethoxy-biphenyl-2-yl) ester
• CAS: 215931-14-9
• 化学式: C₂₀H₂₄N₂O₄S₂
• 分子量: 420.554
• InChiKey: CAUMOSSHRLNBSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Dimethyl-thiocarbamic acid S-(2'-dimethylcarbamoylsulfanyl-6,6'-dimethoxy-biphenyl-2-yl) ester 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 (1,11-Dimethoxy-6-thioxo-5,7-dithia-6λ⁵-phospha-dibenzo[a,c]cyclohepten-6-yl)-((S)-1-phenyl-ethyl)-amine
  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
• 作为产物：
  描述：

  2-(2-羟基-6-甲氧基苯基)-3-甲氧基苯酚 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.37h， 生成 Dimethyl-thiocarbamic acid S-(2'-dimethylcarbamoylsulfanyl-6,6'-dimethoxy-biphenyl-2-yl) ester
  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