80244-95-7Relevant academic research and scientific papers
1,2-Di-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-D-xylofuranose. A versatile precursor for the synthesis of 3-deoxy-3-fluoro-β-D-xylofuranosyl nucleosides as potential antiviral agents
Gosselin,Puech,Genu-Dellac,Imbach
, p. 1 - 17 (1993)
The title compound has been synthesized from D-xylose for use in the preparation of 3-deoxy-3-fluoro-β-D-xylofuranosyl nucleoside analogues and their 2-deoxy derivatives, as exemplified in the guanine and thymine series. The title compound has been synthe
Total synthesis of mycalisine B
Ding, Haixin,Ruan, Zhizhong,Kou, Peihao,Dong, Xiangyou,Bai, Jiang,Xiao, Qiang
, (2019/05/27)
The first total synthesis of the marine nucleoside Mycalisine B-a naturally occurring and structurally distinct 4,5-unsaturated 7-deazapurine nucleoside-has been accomplished in 10 linear steps with 27.5% overall yield from commercially available 1,2,3,5-tetra-O-acetyl-ribose and tetracyanoethylene. Key steps of the approach include: (1) I2 catalyzed acetonide formation from 1,2,3,5-tetra-O-acetylribose and acetone at large scale; (2) Vorbrüggen glycosylation using N4-benzoyl-5-cyano-6-bromo-7H-pyrrolo[2,3-d]pyrimidine as a nucleobase to avoid formation of N-3 isomer; (3) mild and scalable reaction conditions.
