2,3-O-isopropylidene-β-D-erythrofuranosyl chloride | 65981-47-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-O-isopropylidene-β-D-erythrofuranosyl chloride
• 英文别名: (3aR,4S,6aR)-4-chloro-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole
• CAS: 65981-47-7
• 化学式: C₇H₁₁ClO₃
• 分子量: 178.616
• InChiKey: AKSBPTKZEHQHBQ-HSUXUTPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  6-苯胺嘌呤 、 2,3-O-isopropylidene-β-D-erythrofuranosyl chloride 在 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 以39%的产率得到9-[(3aR,4R,6aR)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-N-phenylpurin-6-amine
  参考文献：
  名称：

  β-Selective nucleoside analog synthesis from chlorofuranoses

  摘要：

  A method to form glycosyl linkages between nitrogen-containing heterocycles and appropriately protected furanoses is described. The method is highly beta-selective, operationally simple, and utilizes readily available reagents making the process amenable to scaleup. Representative examples of coupling between chlorofuranoses and purines or pyrrolopyrimidines are described. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01429-5
• 作为产物：
  描述：

  2,3-O-亚异丙基赤藓糖 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 2,3-O-isopropylidene-β-D-erythrofuranosyl chloride
  参考文献：
  名称：

  β-Selective nucleoside analog synthesis from chlorofuranoses

  摘要：

  A method to form glycosyl linkages between nitrogen-containing heterocycles and appropriately protected furanoses is described. The method is highly beta-selective, operationally simple, and utilizes readily available reagents making the process amenable to scaleup. Representative examples of coupling between chlorofuranoses and purines or pyrrolopyrimidines are described. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01429-5

文献信息

• Process for the synthesis of nucleoside analogs
  申请人：Pfizer INC

  公开号：US06271370B1

  公开（公告）日：2001-08-07

  The present invention relates to an improved method for synthesizing nucleosides with a low &agr;:&bgr; anomeric ratio. The method comprises coupling a protected furanosyl halide and an appropriately protected heterocycle in the presence of a nucleophilic polar solvent and a strong base.

  本发明涉及一种改进的合成核苷的方法，该方法具有低的α：β异构比。该方法包括在亲核极性溶剂和强碱存在下，耦合受保护的呋喃糖卤化物和适当保护的杂环化合物。
• US6271370B1
  申请人：——

  公开号：US6271370B1

  公开（公告）日：2001-08-07