N-d₁-TBD

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-d₁-TBD
• 英文别名: 1-deuterio-2,3,4,6,7,8-hexahydropyrimido[1,2-a]pyrimidine
• 化学式: C₇H₁₃N₃
• 分子量: 140.192
• InChiKey: FVKFHMNJTHKMRX-DYCDLGHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.04
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  27.63
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1,5,7-三氮杂双环[4.4.0]癸-5-烯 在 氘代甲醇 作用下， 生成 N-d₁-TBD
  参考文献：
  名称：

  New Approach to Biomimetic Transamination Using Bifunctional [1,3]-Proton Transfer Catalysis in Thioxanthenyl Dioxide Imines

  摘要：

  A pyridoxamine equivalent, 9-aminothioxanthene 10,10-dioxide, has been designed that is capable of affording transamination in good to excellent yields of natural as well as artificial amino acids. Amidines and guanidines in catalytic amounts were capable of performing [1,3]-proton transfer in the imines under mild conditions, whereas various simple amines failed. The use of chiral catalysts resulted in modest asymmetric induction (ee less than or equal to 45%). The electronic dependence in para-substituted phenyl glyoxylate imines, isotope effects, and computational studies support a stepwise, bifunctional mechanism for amidine and guanidine catalysts. Attempts toward an autocatalytic model system are described.

  DOI：

  10.1021/jo0106748
• 作为试剂：
  描述：

  (E)-4,4,4-trifluoro-1,3-diphenylbut-2-en-1-one 在 二异丁基氢化铝 、 N-d₁-TBD 作用下， 以 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.5h， 生成 4,4,4-(E)-[3-D]-4,4,4-trifluoro-1,3-diphenylbutan-1-one
  参考文献：
  名称：

  通过离子对碱催化缺电子烯丙醇和醚的立体有择异构化

  摘要：

  已开发出一种用于烯丙醇和烯丙醚异构化的温和碱催化策略。实验和计算研究表明，当存在碱性添加剂时，不需要过渡金属催化剂。与在碱性条件下使用过渡金属的情况一样，仅由碱催化的异构化也遵循立体定向途径。该反应由限速去质子化引发。在烯丙基阴离子和碱的共轭酸之间形成紧密离子对导致手性的有效转移。通过这种机制，烯丙醇中包含的立体化学信息被转移到酮产品中。立体有择异构化也首次适用于烯丙基醚，

  DOI：

  10.1021/jacs.6b08350

文献信息

• New Approach to Biomimetic Transamination Using Bifunctional [1,3]-Proton Transfer Catalysis in Thioxanthenyl Dioxide Imines
  作者：Anders Hjelmencrantz、Ulf Berg

  DOI：10.1021/jo0106748

  日期：2002.5.1

  A pyridoxamine equivalent, 9-aminothioxanthene 10,10-dioxide, has been designed that is capable of affording transamination in good to excellent yields of natural as well as artificial amino acids. Amidines and guanidines in catalytic amounts were capable of performing [1,3]-proton transfer in the imines under mild conditions, whereas various simple amines failed. The use of chiral catalysts resulted in modest asymmetric induction (ee less than or equal to 45%). The electronic dependence in para-substituted phenyl glyoxylate imines, isotope effects, and computational studies support a stepwise, bifunctional mechanism for amidine and guanidine catalysts. Attempts toward an autocatalytic model system are described.