Recueil des Travaux Chimiques des Pays-Bas p. 427 - 431 (1992)
Update date:2022-07-30
Topics:
Wit, D. de
Unen, L. M. A. van
Rantwijk, F. van
Maat, L.
Kieboom, A. P. G.
The condensation of protected and unprotected 3-ketoglucose (1) with hydrazines to 4-pyrazolols has been investigated. 3- (5) and 5-(D-erythro-1,2,3-trihydroxypropyl)-4-pyrazolol (4) were obtained from 1 in high yield, as a mixture of these two isomers.A regioselective route starting from protected 1 in two steps yielded a mixture of diastereomers as a result of epimerization in the side chain.
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Doi:10.1002/mrc.1260301116
(1992)Doi:10.3390/molecules18077436
(2013)Doi:10.1039/c3cc44435j
(2013)Doi:10.1016/j.tet.2013.07.065
(2013)Doi:10.1039/p19960001913
(1996)Doi:10.1021/acs.joc.0c00403
(2020)