2007
DOI: 10.1016/j.molcatb.2007.04.005
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Preparation of potential 3-deazauridine and 6-azauridine prodrugs through an enzymatic alcoholysis

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Cited by 21 publications
(5 citation statements)
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“…Specifically, lipases as a very important branch of enzymes could be employed to catalyze hydrolysis, alcoholysis, esterification and transesterification of carboxylic esters [1][2][3]. Using these reactions, synthetic processes could be designed to obtain a wide range of products under mild and environmentally friendly conditions.…”
Section: Introductionmentioning
confidence: 99%
“…Specifically, lipases as a very important branch of enzymes could be employed to catalyze hydrolysis, alcoholysis, esterification and transesterification of carboxylic esters [1][2][3]. Using these reactions, synthetic processes could be designed to obtain a wide range of products under mild and environmentally friendly conditions.…”
Section: Introductionmentioning
confidence: 99%
“…To our knowledge, there has been no report on the enzymatic acylation of AzUrd. The only attempt to prepare the acylated derivatives was made by Zinni et al, who synthesized 2′,3′‐di‐ O ‐acylated derivatives of AzUrd with good yields (80.0–99.0%) through regioselective deacylation of the peracylated derivatives 20…”
Section: Introductionmentioning
confidence: 99%
“…Previous studies by us showed that the alcohol/substrate (A/S) ratio affects the regioselectivity of CAL-B catalysed alcoholysis, a better regioselectivity have been reached at very high A/S ratios (A/S Ͼ 100) in the deacetylation of furanoses (I ñ igo et al 2005;Gudi ñ o et al 2009;Gudi ñ o et al 2010) and nucleosides (Zinni et al 2007;Sabaini et al 2010;Ferrero & Gotor 2000a, 2000b, Li et al 2010. Thus, we tested CAL-B catalysed alcoholysis of 1 at A/S ϭ 1200, 660 and 120; the former ratio gave a poor conversion of the substrate, while the latter two did not provide regioselective reactions.…”
Section: Resultsmentioning
confidence: 99%