Primary tosylates 1a-d were converted to the corresponding amino species 3a-d. Benzylamine was proved effective for the substitution of tosylates, using acetonitrile (MeCN) as the solvent of choice and citric acid to remove excess of the reagent from crude products 2a-d. Debenzylation was carried out at circa (ca.) atmospheric pressure of hydrogen gas in the presence of acetic acid (AcOH). The method was also demonstrated in a demo batch experiment for the synthesis of compound 3a on a 50 g scale of 1a.
Autori interni: | |
Autori: | Corsi M.; Bonanni M.; Catelani G.; D’Andrea F.; Gragnani T.; Bianchini R. |
Titolo: | Improvement on the Synthesis of Primary Amino Sugar Derivatives via N-Benzyl Intermediates |
Anno del prodotto: | 2013 |
Digital Object Identifier (DOI): | 10.4236/ijoc.2013.33A005 |
Appare nelle tipologie: | 1.1 Articolo in rivista |
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