128745-70-0Relevant academic research and scientific papers
Synthesis ofC-acyl furanosidesviathe cross-coupling of glycosyl esters with carboxylic acids
Diao, Tianning,Lam, Jenny,Wei, Yongliang
, p. 11414 - 11419 (2021/09/08)
C-Acyl furanosides are versatile synthetic precursors to a variety of natural products, nucleoside analogues, and pharmaceutical molecules. This report addresses the unmet challenge in preparingC-acyl furanosides by developing a cross-coupling reaction between glycosyl esters and carboxylic acids. A key step is the photoredox activation of the glycosyl ester, which promotes the homolysis of the strong anomeric C-O bond through CO2evolution to afford glycosyl radicals. This method embraces a large scope of furanoses, pyranoses, and carboxylic acids, and is readily applicable to the synthesis of a thymidine analogue and diplobifuranylone B, as well as the late-stage modification of (+)-sclareolide. The convenient preparation of the redox active glycosyl ester from native sugars and the compatibility with common furanoses exemplifies the potential of this method in medicinal chemistry.
C-Nucleosides. 12. Synthesis of 2'-Deoxy Pyridazinone C-Nucleoside from 2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)furan
Maeba, Isamu,Iijima, Takashi,Matsuda, Yoko,Ito, Chihiro
, p. 73 - 76 (2007/10/02)
The versatile 2'-deoxy-β-D-ribofuranosyl-C-nucleoside precursor 4-(1,4-anhydro-3,5-di-O-benzoyl-2-deoxy-D-erythro-pentofuranosyl)-4-oxobutyric acid (4) can be obtained from the furanone (2) which was prepared from the glycosylfuran (1).The synthesis of 3-
