- Chemical Name:2-Propenoic acid, 3-nitro-, methyl ester
- CAS No.:4749-37-5
- Molecular Formula:C4H5NO4
- Molecular Weight:131.088
- Hs Code.:
- Mol file:4749-37-5.mol
Synonyms:
Synonyms:
95% *data from raw suppliers
The research aimed to synthesize a hydantoin C-riboside, specifically 3-phenyl-2,4-dioxoimidazolidin-5-yl ribofuranoside, using a Diels-Alder adduct of furan with methyl nitroacrylate. The study was part of a broader program to develop C-nucleosides, which are important in the field of biochemistry and pharmaceuticals. The researchers started with the reaction of furan and methyl 3-nitroacrylate, producing cycloadducts endo-1 and exo-1 in a 2:1 ratio. These adducts were then subjected to a series of transformations, including hydroxylation with OsO4, isopropylidenation, photoisomerization, and reduction steps, using reagents such as TIC13, phenyl isocyanate, and NaBH4. The final product, a hydantoin C-riboside, was obtained in a 70% yield. The study concluded that this synthetic strategy provided an efficient route to C-nucleosides, demonstrating the potential for further development of similar compounds with biological relevance.