(RS)-3-mesyloxy-1-N-tritylpiperidine | 124256-80-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (RS)-3-mesyloxy-1-N-tritylpiperidine
• 英文别名: (1-Tritylpiperidin-3-yl) methanesulfonate
• CAS: 124256-80-0
• 化学式: C₂₅H₂₇NO₃S
• 分子量: 421.56
• InChiKey: FYBMQFUYMGAZIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  腺嘌呤 、 (RS)-3-mesyloxy-1-N-tritylpiperidine 在 caesium carbonate 、 三氟乙酸 作用下， 以 二甲基亚砜 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以40%的产率得到2-(adenin-9-yl)methylpyrrolidine
  参考文献：
  名称：

  The synthesis of piperidine nucleoside analogs—a comparison of several methods to access the introduction of nucleobases

  摘要：

  This work deals with the synthesis of piperidine and hydroxypiperidine analogs of nucleosides. Starting from commercially available 3-hydroxypiperidine, proline or 4-hydroxyproline, a series of piperidine derivatives of both purine and pyrimidine nucleobases was prepared. Various methods of nucleobase attachment were evaluated. The prepared compounds were tested for cytostatic, antibacterial, and antiviral properties but no significant activity was found. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.029
• 作为产物：
  描述：

  3-羟基哌啶 在 4-二甲氨基吡啶 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 (RS)-3-mesyloxy-1-N-tritylpiperidine
  参考文献：
  名称：

  The synthesis of piperidine nucleoside analogs—a comparison of several methods to access the introduction of nucleobases

  摘要：

  This work deals with the synthesis of piperidine and hydroxypiperidine analogs of nucleosides. Starting from commercially available 3-hydroxypiperidine, proline or 4-hydroxyproline, a series of piperidine derivatives of both purine and pyrimidine nucleobases was prepared. Various methods of nucleobase attachment were evaluated. The prepared compounds were tested for cytostatic, antibacterial, and antiviral properties but no significant activity was found. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.029

文献信息

• PROCESS FOR THE PRODUCTION OF SULFONIC ESTERS
  申请人：——

  公开号：US20030162966A1

  公开（公告）日：2003-08-28

  Sulfonic acid ester derivatives represented by the general formula (4) or (5) are produced by reacting an amino alcohol derivative represented by the general formula (1) or (2) with an organic sulfonyl halide represented by the general formula (3), in a mixed solvent composed of an aprotic organic solvent and water in the presence of a non-water-prohibiting inorganic base. This procedure can be carried out in a simple, easy, safe and economical manner while reducing the load on the environment. 1 Wherein n represents an integer of 0 to 5, A represents a phenyl group, which may be substituted, R represents a methanesulfonyl, ethanesulfonyl, p-toluenesulfonyl or p-nitrobenzenesulfonyl group and X represents a chloride, bromine or iodine atom.

  通用公式（4）或（5）所代表的磺酸酯衍生物是通过将通用公式（1）或（2）所代表的氨基醇衍生物与通用公式（3）所代表的有机磺酰卤反应，在由无水无机碱存在的无水有机溶剂和水组成的混合溶剂中进行生产的。这种方法可以在简单、容易、安全和经济的情况下进行，同时减少对环境的负荷。 其中n表示0到5的整数，A表示苯基，可以是取代的，R表示甲磺酰基、乙磺酰基、对甲苯磺酰基或对硝基苯磺酰基，X表示氯、溴或碘原子。
• Process for the production of sulfonic esters
  申请人：——

  公开号：US20030176711A1

  公开（公告）日：2003-09-18

  Sulfonic acid ester derivatives represented by the general formula (4) or (5) are produced by reacting an amino alcohol derivative represented by the general formula (1) or (2) with an organic sulfonyl halide represented by the general formula (3), in a mixed solvent composed of an aprotic organic solvent and water in the presence of a non-water-prohibiting inorganic base. This procedure can be carried out in a simple, easy, safe and economical manner while reducing the load on the environment. 1 Wherein n represents an integer of 0 to 5, A represents a phenyl group, which may be substituted, R represents a methanesulfonyl, ethanesulfonyl, p-toluenesulfonyl or p-nitrobenzenesulfonyl group and X represents a chloride, bromine or iodine atom.

  通式（4）或（5）所代表的磺酸酯衍生物是通过在无水有机溶剂和水的混合溶剂中，使用不会禁止水的无机碱，将通式（1）或（2）所代表的氨基醇衍生物与通式（3）所代表的有机磺酰卤反应而制备而成。该过程可以简单、容易、安全、经济地进行，同时减轻环境负担。其中，n表示0至5的整数，A表示苯基，可以是取代基，R表示甲磺酰基、乙磺酰基、对甲苯磺酰基或对硝基苯磺酰基，X表示氯、溴或碘原子。
• US6794519B2
  申请人：——

  公开号：US6794519B2

  公开（公告）日：2004-09-21
• US6864372B2
  申请人：——

  公开号：US6864372B2

  公开（公告）日：2005-03-08
• US6992205B2
  申请人：——

  公开号：US6992205B2

  公开（公告）日：2006-01-31