Carbohydrate Research p. 283 - 288 (1997)
Update date:2022-08-02
Topics:
Nishiyama, Yasufumi
Nishimura, Natsu
Kuroyanagi, Naoko
Maeba, Isamu
The synthesis of 3-β-D-ribofuranosyl-1 H-pyrazole-4-carboxamide (11) is described. Treatment of enaminone glycoside 1 with trimethyl orthoformate afforded the aldehyde 2. The aldehyde 2 was oximated with hydroxylamine. Oxime 3 was cyclized with hydrazine to afford the pyrazole 8. The pyrazole 8 was dehydrated with acetic anhydride, and the nitrile 9 was treated with nickel acetate in acetic acid. The resulting carboxamide 10 was deblocked by aq ammonia gave 11.
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Doi:10.1021/ma302576p
(2013)Doi:10.1016/S0957-4166(97)00157-2
(1997)Doi:10.1021/ja01499a054
(1960)Doi:10.1016/j.bmcl.2011.05.108
(2011)Doi:10.1016/j.saa.2006.06.031
(2007)Doi:10.1002/anie.199710951
(1997)
