N-(Boc)-4',5'-dimethoxy-2'-thiocyanatophenethylamine | 163276-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(Boc)-4',5'-dimethoxy-2'-thiocyanatophenethylamine
• 英文别名: tert-butyl N-[2-(4,5-dimethoxy-2-thiocyanatophenyl)ethyl]carbamate
• CAS: 163276-43-5
• 化学式: C₁₆H₂₂N₂O₄S
• 分子量: 338.428
• InChiKey: OZISFJBATHJGFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  苄基氯甲基硫醚 、 N-(Boc)-4',5'-dimethoxy-2'-thiocyanatophenethylamine 在 samarium diiodide 作用下， 生成 tert-butyl N-[2-[2-(benzylsulfanylmethylsulfanyl)-4,5-dimethoxyphenyl]ethyl]carbamate
  参考文献：
  名称：

  Thiocyanate as a versatile synthetic unit: Efficient conversion of ArSCN to aryl alkyl sulfides and aryl thioesters

  摘要：

  Treatment of aryl thiocyanates with 2.3 equivalents of SmI2 results in the formation of an intermediate samarium(III) sulfide which can be trapped with a variety of electrophilic reagents.

  DOI：

  10.1016/0040-4039(95)00445-i
• 作为产物：
  描述：

  3,4-二甲氧基苯乙胺 在 TEA 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 N-(Boc)-4',5'-dimethoxy-2'-thiocyanatophenethylamine
  参考文献：
  名称：

  A New Route to the Synthesis of the Naturally Occurring Benzopentathiepin Varacin

  摘要：

  DOI：

  10.1021/ja00132a033

文献信息

• Preparation of t-butyl sulfides by a novel ligand-transfer reaction of aryl thiocyanates
  作者：F.Dean Toste、Ian W.J. Still

  DOI：10.1016/0040-4039(95)00798-h

  日期：1995.6

  Aryl t-butyl sulfides are prepared in good to excellent yields by the reaction of aryl thiocyanates with (t-Bu)2Cu(CN)Li2.

  通过芳基硫氰酸酯与（t- Bu）2 Cu（CN）Li 2的反应，可以以高至极好的收率制备芳基叔丁基硫化物。
• A Versatile Procedure for the Preparation of Aryl Thiocyanates Using N-Thiocyanatosuccinimide (NTS)
  作者：F. Dean Toste、Vittorio De Stefano、Ian W. J. Still

  DOI：10.1080/00397919508012691

  日期：1995.4

  A mild procedure for the thiocyanation of several types of arene substrate using N-thiocyanatosuccinimide (NTS) is described. The method appears generally applicable to benzenoid substrates with a wide range of substituents, as well as to heteroaromatic analogues such as indoles and thiophenes.
• Toste F. Dean, De Stefano Vittorio, Still Ian W. J., Synth. Commun, 25 (1995) N 8, S 1277-1286
  作者：Toste F. Dean, De Stefano Vittorio, Still Ian W. J.

  DOI：——

  日期：——
• A New Route to the Synthesis of the Naturally Occurring Benzopentathiepin Varacin
  作者：F. Dean Toste、Ian W. J. Still

  DOI：10.1021/ja00132a033

  日期：1995.7
• Thiocyanate as a versatile synthetic unit: Efficient conversion of ArSCN to aryl alkyl sulfides and aryl thioesters
  作者：F.Dean Toste、Frank LaRonde、Ian W.J. Still

  DOI：10.1016/0040-4039(95)00445-i

  日期：1995.4

  Treatment of aryl thiocyanates with 2.3 equivalents of SmI2 results in the formation of an intermediate samarium(III) sulfide which can be trapped with a variety of electrophilic reagents.