二氯-三(2,4,6-三溴苯氧基)膦烷 | 112475-42-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二氯-三(2,4,6-三溴苯氧基)膦烷
• 英文名称: tris(2,4,6-tribromo-phenoxy)dichlorophosphorane
• 英文别名: tris(2,4,6-tribromophenoxy)dichlorophosphorane；dichloro-tris(2,4,6-tribromophenoxy)-λ5-phosphane
• CAS: 112475-42-0
• 化学式: C₁₈H₆Br₉Cl₂O₃P
• 分子量: 1091.26
• InChiKey: ACXYOQYLAANNIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二氯-三(2,4,6-三溴苯氧基)膦烷 、 亚磷酸二乙酯 生成 二乙基亚磷酰氯
  参考文献：
  名称：

  WADA, TAKESHI;HATA, TSUJIAKI, TETRAHEDRON LETT., 31,(1990) N1, C. 7461-7462

  摘要：

  DOI：
• 作为产物：
  描述：

  三溴苯酚 在 五氯化磷 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以72%的产率得到二氯-三(2,4,6-三溴苯氧基)膦烷
  参考文献：
  名称：

  Singh, Ramendra K.; Ohuchi, Shokichi; Wada, Takeshi, Nucleosides and Nucleotides, 1998, vol. 17, # 1-3, p. 123 - 130

  摘要：

  DOI：
• 作为试剂：
  描述：

  亚磷酸二丁酯 在 吡啶 、 氘代吡啶 、 二氯-三(2,4,6-三溴苯氧基)膦烷 作用下， 反应 0.08h， 以100%的产率得到dibutyl chlorophosphite
  参考文献：
  名称：

  Nonoxidative chlorination of dialkyl phosphonates to dialkyl phosphorochloridites. A new approach to oligonucleotide synthesis

  摘要：

  Several dialkyl phosphonates and alkyl nucleoside 3'-phosphonates were transformed into the corresponding highly reactive phosphorochloridites without oxidation of phosphorus by use of tris(2,4,6-tribromophenoxy)-dichlorophosphorane (BDCP) as a chlorinating reagent. The reaction was applied to internucleotidic bond formation. 2-Cyanoethyl and methyl nucleoside 3'-phosphonates were prepared in high yields and were stable enough to be used as starting materials in oligonucleotide synthesis. Examination of dodecathymidylate synthesis on a polymer support, using 2-cyanoethyl or methyl nucleoside 3'-phosphonate as building blocks, showed that the 2-cyanoethyl nucleoside 3'-phosphonate was more effective.

  DOI：

  10.1021/jo00003a056

文献信息

• Method for the synthesis of nucleotide or oligonucleotide
  申请人：Isis Pharmaceuticals, Inc.

  公开号：US06103891A1

  公开（公告）日：2000-08-15

  The present invention presents novel methods for recovery of phosphoramidites from the waste products of oligonucleotide synthesis. The methods include reacting a trihalophenoxydihalophosphorane with a H-phosphonate in the presence of an amine.

  本发明提出了一种从寡核苷酸合成废物中回收磷酰胺类化合物的新方法。该方法包括在胺的存在下，将三卤代苯氧基二卤代磷烷与H-膦酸酯反应。
• Compounds for the Synthesis of Nucleotide or oligonucleotide phosphoramidites
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US06441150B1

  公开（公告）日：2002-08-27

  This invention presents novel methods for recovery of phosphoramidites from the waste products of oligonucleotide synthesis. The methods include reacting a tribromophenoxydichlorophosphorane with an H-phosphonate in the presence of an amine.

  这项发明提出了从寡核苷酸合成的废弃物中回收磷酰胺酰胺的新方法。该方法包括在胺的存在下，将三溴代苯氧二氯膦与H-膦酸酯反应。
• Method for the synthesis of nucleotide of oligonucleotide phosphoramidites
  申请人：——

  公开号：US20030013864A1

  公开（公告）日：2003-01-16

  This invention presents novel methods for recovery of phosphoramidites from the waste products of oligonucleotide synthesis. The methods include reacting a tribromophenoxydichlorophosphorane with an H-phosphonate in the presence of an amine.

  本发明提出了从寡核苷酸合成废品中回收磷酰胺的新方法。这些方法包括在胺的存在下使三溴苯氧二氯磷烷与 H-膦酸盐反应。
• Tris(2,4,6-tribromophenoxy) dichlorophosphorane: A novel condensing agent for rapid internucleotidic bond formation in the phosphotriester approach
  作者：Hitoshi Hotoda、Takeshi Wada、Mitsuo Sekine、Tsujiaki Hata

  DOI：10.1016/s0040-4039(00)95393-0

  日期：1987.1
• WADA, TAKESHI;HATA, TSUJIAKI, TETRAHEDRON LETT., 31,(1990) N1, C. 7461-7462
  作者：WADA, TAKESHI、HATA, TSUJIAKI

  DOI：——

  日期：——