CAS: 1335287-28-9; 4-Pivaloylamino-7-Iodo-3H,5H-Pyrrolo[3,2-D]Pyrimidine

📜4-Pivaloylamino-3H,5H-Pyrrolo[3,2-D]Pyrimidine置于n-碘代丁二酰亚胺体系中,用 N,N-二甲基甲酰胺 用作溶剂,以80%的收率获得替诺福韦杂质113
参考文献:An Access To The β-Anomer Of 4'-Thio-C-Ribonucleosides: Hydroboration Of 1-C-Aryl-Or 1-C-Heteroaryl-4-Thiofuranoid Glycals And Its Regiochemical Outcome
标题:An Access To The β-Anomer Of 4'-Thio-C-Ribonucleosides: Hydroboration Of 1-C-Aryl-Or 1-C-Heteroaryl-4-Thiofuranoid Glycals And Its Regiochemical Outcome
摘要:We Have Developed A Novel Method For The Synthesis Of The Beta-Anomer Of 4'-Thio-C-Ribonucleosides From 3,5-O-(Di-Tert-Butylsilylene)-4-Thiofuranoid Glycal. Palladium-Catalyzed Coupling Of 1-Tributylstannyl-4-Thiofuranoid Glycal With Iodobenzene Or A Heteroaryl Halide Gave 1-C-Phenyl-Or 1-C-Heteroaryl-Glycals. Hydroboration Of These Glycals Proceeded At The Alpha-Face,And Subsequent Alkaline Hydrogen Peroxide Treatment Of The Resulting 2'-Alpha-Borane Furnished The Respective Beta-Anomer Of 4'-Thio-C-Ribonucleosides. These Results Demonstrate That This Synthetic Method Has A Wider Scope In Terms Of Heterocyclic Base Structure. During This Study,Unexpected Markovnikov-Oriented Hydroboration Has Been Observed To Lead To The Respective 1'-Alpha-Boranes. These 1'-Boranes Were Converted Into Either The Ring-Opened Structure Or The 2'-Deoxy Derivatives Depending Upon Their Stability.
Doi:10.1021/jo201100N