61949-73-3Relevant academic research and scientific papers
Stereoselective synthesis of β-naltrexol, β-nalaxol, β-naloxamine, β-naltrexamine and related compounds by the application of the Mitsunobu reaction
Simon,Hostzafi,Makleit
, p. 9757 - 9768 (2007/10/02)
As a continuation of our work, aimed at adopting the Mitsonobu reaction in the morphine series, a few representatives of dihydroisocodeines and dihydroisomorphines and their 14β-hydroxy analogues were prepared. p-Nitrobenzoic acid was used as carboxylic acid and the prepared esters were cleaved to obtain the title compounds. Using phthalimide as acidic component several new 6β-phthalimidodihydromorphine and dihydrocodeine derivatives and their 14β-hydroxy analogues have been synthesized. Cleavage of the phthalimido derivatives with hydrazine hydrate afforded the corresponding 6β-amino derivatives.
Process for the stereoselective reduction of 6- and 8-keto morphine and morphinan derivatives with formamidinesulfinic acid and compounds obtained thereby
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, (2008/06/13)
Process for the stereoselective synthesis of 6β-and 8β- hydroxy epimers by the chemical reduction of 6- and 8-keto derivatives in the morphine and morphinan series utilizing alkaline formamidinesulficic acid. The 6β- and 8β-hydroxy derivatives obtained according to the invention evidence narcotic antagonist and/or agonist activity and are also useful in the chemical and pharmacological standardization of various morphine and codeine derivatives and metabolites.
