TY - JOUR
T1 - C-nucleoside studies. Part 10. A new synthesis of 3-(2,3,5-tri-O-benzyl- β-D-ribofuranosyl)pyrazole and its conversion into 4-nitro-3(5)-β-D- ribofuranosylpyrazole
AU - Buchanan, J. Grant
AU - Edgar, Alan R.
AU - Hutchison, Roderick J.
AU - Stobie, Alan
AU - Wightman, Richard H.
PY - 1980
Y1 - 1980
N2 - 1,1-Diethoxy-3-(2,3,5-tri-O-benzyl-ß-D-ribofuranosyl)prop-2-yne (12) has been synthesised from 2,3,5-tri-O-benzyl-D-ribofuranose in 52% yield. Acidic hydrolysis followed by reaction with hydrazine affords 3-(2,3,5-tri-O-benzyl- ß-D-ribofuranosyl)pyrazole (1) in 71% yield. Mild methods have been devised for nitration of pyrazole derivatives at C-4, leading to a synthesis of 4-nitro-3(5)-ß-D-ribofuranosylpyrazole (3) from (1) in 56% overall yield.
AB - 1,1-Diethoxy-3-(2,3,5-tri-O-benzyl-ß-D-ribofuranosyl)prop-2-yne (12) has been synthesised from 2,3,5-tri-O-benzyl-D-ribofuranose in 52% yield. Acidic hydrolysis followed by reaction with hydrazine affords 3-(2,3,5-tri-O-benzyl- ß-D-ribofuranosyl)pyrazole (1) in 71% yield. Mild methods have been devised for nitration of pyrazole derivatives at C-4, leading to a synthesis of 4-nitro-3(5)-ß-D-ribofuranosylpyrazole (3) from (1) in 56% overall yield.
M3 - Article
SN - 1472-7781
SP - 2567
EP - 2571
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -