2(R)-(tert-butyldiphenylsilyloxymethyl)-4(R)-(6-amino-9H-purin-9-yl)-3(S)-mesyloxytetrahydrofuran | 259137-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2(R)-(tert-butyldiphenylsilyloxymethyl)-4(R)-(6-amino-9H-purin-9-yl)-3(S)-mesyloxytetrahydrofuran
• CAS: 259137-66-1
• 化学式: C₂₇H₃₃N₅O₅SSi
• 分子量: 567.741
• InChiKey: CRXXGGXYVHPZAV-AKFKNWHVSA-N

反应信息

• 作为产物：
  描述：

  腺嘌呤 、 Methanesulfonic acid (2R,3R,4S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester 在 18-冠醚-6 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 2(S)-(tert-butyldiphenylsilyloxymethyl)-4-(6-amino-9H-purin-9-yl)-2,5-dihydrofuran 、 2(R)-(tert-butyldiphenylsilyloxymethyl)-4(R)-(6-amino-9H-purin-9-yl)-3(S)-mesyloxytetrahydrofuran
  参考文献：
  名称：

  Synthesis and Antiviral Studies of Unsaturated Analogues of Isomeric Dideoxynucleosides

  摘要：

  Novel isomeric dideoxynucleosides with unsaturation in the carbohydrate moiety have been synthesized. For example, isod4A was synthesized through a rearrangement reaction involving a cyclonucleoside. Support for the structures of both purine and pyrimidine d4 compounds came from UV, NMR, HRMS and single crystal Xray data. Interestingly, the single crystal X-ray data for isod4C shows that the base is almost orthogonal to the carbon-carbon double bond of the sugar moiety. Consistent with this is the observation that the UV data of this compound does not show a bathochromic shift compared to the saturated compound implying that the pi-bond is not in conjugation with the pyrimidine base.

  DOI：

  10.1080/07328319908044614