Dimorpholino-methylphosphin | 93283-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: Dimorpholino-methylphosphin
• 英文别名: Methyl(dimorpholin-4-yl)phosphane
• CAS: 93283-51-3
• 化学式: C₉H₁₉N₂O₂P
• 分子量: 218.236
• InChiKey: RWLCGKWCNYKTGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Dimorpholino-methylphosphin 在 吡啶 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 异丙醇 为溶剂， 反应 44.0h， 生成 1,1-dimorpholin-4-yl-1λ5-phosphinine
  参考文献：
  名称：

  Electrocyclization of Phosphahexatrienes: An Approach to λ⁵-Phosphinines

  摘要：

  We experimentally verified an assumption that the substitution of a carbon atom with a pentavalent phosphorus atom in 1-alkoxy (dialkylamino) hexatrienes will not hamper its ability to electrocyclize. A series of 1-, 3-, and 5-phosphahexatrienes were synthesized. It was shown that parent lambda(5)-phosphinines could be synthesized by electrocyclization of the 3- and 5-phosphahexatrienes. The resultant electrocyclization is a convenient method for the synthesis of parent lambda(5)-phosphinines bearing different substituents on the phosphorus atom.

  DOI：

  10.1021/jo200847r

文献信息

• $i(IN SITU) PREPARATION OF NUCLEOSIDE PHOSPHORAMIDITES AND THEIR USE IN SYNTHESIS OF OLIGONUCLEOTIDES
  申请人：HYBRIDON, Inc.

  公开号：EP0901500A1

  公开（公告）日：1999-03-17
• [EN] IN SITU PREPARATION OF NUCLEOSIDE PHOSPHORAMIDITES AND THEIR USE IN SYNTHESIS OF OLIGONUCLEOTIDES<br/>[FR] PREPARATION IN SITU DE PHOSPHORAMIDITES DE NUCLEOSIDES ET LEUR UTILISATION POUR LA SYNTHESE D'OLIGONUCLEOTIDES
  申请人：HYBRIDON, INC.

  公开号：WO1997042208A1

  公开（公告）日：1997-11-13

  (EN) The invention provides novel bifunctional phosphitylating reagents and their application in $i(in situ) preparation of 5'-protected nucleoside phosphoramidites and synthesis of oligonucleotides. Bifunctional phosphitylating reagents according to the invention react quickly with nucleosides under weakly acidic conditions. In addition, the bifunctional phosphitylating reagents according to the invention generate chemoselectively the corresponding nucleoside phosphoramidites $i(in situ), without need to purify the nucleoside phosphoramidites before using them in oligonucleotide synthesis. Finally, the bifunctional phosphitylating reagents according to the invention are relatively stable and easy to handle.(FR) Nouveaux réactifs phosphitylisants bifonctionnels et leur application dans le préparation $i(in situ) de phosphoramidites de nucléosides protégés en 5' et la synthèse d'oligonucléotides. Ces réactifs bifonctionnels phosphitylisants réagissent rapidement avec les nucléosides dans des conditions faiblement acides. En outre ces mêmes réactifs génèrent de manière chimiosélective les phosphoramidites des nucléosides correspondant $i(in situ), sans qu'il soit nécessaire de purifier les phosphoramidites de nucléosides avant de les utiliser pour la synthèse d'oligonucléotides. Enfin ces réactifs phosphitylisants sont relativement stables et faciles à manier.
• Electrocyclization of Phosphahexatrienes: An Approach to λ⁵-Phosphinines
  作者：Yurii V. Svyaschenko、Bogdan B. Barnych、Dmitriy M. Volochnyuk、Nadiya V. Shevchuk、Aleksandr N. Kostyuk

  DOI：10.1021/jo200847r

  日期：2011.8.5

  We experimentally verified an assumption that the substitution of a carbon atom with a pentavalent phosphorus atom in 1-alkoxy (dialkylamino) hexatrienes will not hamper its ability to electrocyclize. A series of 1-, 3-, and 5-phosphahexatrienes were synthesized. It was shown that parent lambda(5)-phosphinines could be synthesized by electrocyclization of the 3- and 5-phosphahexatrienes. The resultant electrocyclization is a convenient method for the synthesis of parent lambda(5)-phosphinines bearing different substituents on the phosphorus atom.