(Diisopropylaminol)allylchlorophosphane | 146761-55-9

• 分子结构分类: 有机化合物 - 有机磷化合物
• 英文名称: (Diisopropylaminol)allylchlorophosphane
• 英文别名: N-[chloro(prop-2-enyl)phosphanyl]-N-propan-2-ylpropan-2-amine
• CAS: 146761-55-9
• 化学式: C₉H₁₉ClNP
• 分子量: 207.683
• InChiKey: QEVPTNMVTRXQAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二氯-N,N-二异丙基亚磷酰胺 、 烯丙基三丁基锡 以 甲苯 为溶剂， 以85%的产率得到(Diisopropylaminol)allylchlorophosphane
  参考文献：
  名称：

  Use of tin derivatives for selective allylation and methylation of halogenophosphorus compounds

  摘要：

  Palladium(0) catalyzed gem-dimethylation of hexachlorocyclotriphosphazene with tetramethylstannane is described as well as the high yield monoallylation of halogenophosphorus or -boron compounds by allyltriaklylstannanes under photolytic conditions.

  DOI：

  10.1016/s0040-4039(00)74728-9

文献信息

• PROCESS FOR THE SYNTHESIS OF OLIGONUCLEOTIDES
  申请人：Leuck Michael

  公开号：US20080064867A1

  公开（公告）日：2008-03-13

  The present invention discloses novel methods for the synthesis of oligonucleotides with nucleoside phosphoramidites on solid supports. The methods comprise the stepwise chain assembly of oligonucleotides on supports with 5′-acyl phosphoramidites. The synthesis cycles consist of a front end deprotection step which is conducted with a solution of a primary amine or a phenolate, a phosphoramidite coupling step with a 5′-acyl nucleoside phosphoramidite in the presence of an activator, a phosphite oxidation step and an optional capping step. The novel methods improve the quality of synthetic oligonucleotides due to the irreversibility of the front end deprotection step, which prevents the formation of deletion sequences, and due to the avoidance of acidic reagents in the synthesis cycles, which prevent the formation of depurination side products. The invention further discloses novel nucleoside phosphoramidite compositions wherein the phosphoramidites carry acyl front end protective groups which are cleavable with primary amines or phenolates. The invention is applicable to the synthesis of oligodeoxyribonucleotides, oligoribonucleotides and oligonucleotides with modifications in their sugar or phosphate groups.

  本发明揭示了一种新的方法，用于在固相支持上合成具有核苷酸磷酰胺酯的寡核苷酸。该方法包括使用5'-酰基磷酰胺酯在支持上逐步组装寡核苷酸链。合成周期包括前端去保护步骤，该步骤使用一种原始胺或酚酸溶液进行，磷酰胺酯偶联步骤使用5'-酰基核苷酸磷酰胺酯在活化剂存在下进行，磷酸酯氧化步骤和可选的帽子步骤。由于前端去保护步骤的不可逆性防止了缺失序列的形成，而避免使用酸性试剂在合成周期中防止了去噻嗪副产物的形成，因此，这种新方法提高了合成寡核苷酸的质量。本发明进一步揭示了新的核苷酸磷酰胺酯组合物，其中磷酰胺酯携带可用原始胺或酚酸裂解的酰基前端保护基团。该发明适用于合成具有糖或磷酸基团修饰的寡脱氧核苷酸，寡核糖核苷酸和寡核苷酸。
• US8138330B2
  申请人：——

  公开号：US8138330B2

  公开（公告）日：2012-03-20
• Use of tin derivatives for selective allylation and methylation of halogenophosphorus compounds
  作者：Hervé Rolland、Philippe Potin、Jean-Pierre Majoral、Guy Bertrand

  DOI：10.1016/s0040-4039(00)74728-9

  日期：1992.12

  Palladium(0) catalyzed gem-dimethylation of hexachlorocyclotriphosphazene with tetramethylstannane is described as well as the high yield monoallylation of halogenophosphorus or -boron compounds by allyltriaklylstannanes under photolytic conditions.