54934-75-7Relevant academic research and scientific papers
Stereo-selective synthesis method for 6beta-hydroxyl-7,8-dihydro-morphine derivatives
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, (2019/10/23)
The invention discloses a stereo-selective synthesis method for 6beta-hydroxyl-7,8-dihydro-morphine derivatives. The synthesis method comprises the following steps: (i) reducing a compound of a formula VI into a compound of a formula VII by sodium borohydride in a hydrophilic organic solvent in the presence of catalytic C1-C4 alkanoic acid; (ii) separating the compound of the formula VII obtainedin the step (i), thereby obtaining the compound of a formula VIII. Definitions of substituent groups in the formulas VI, VII and VIII are as shown in the description in detail.
Process for the Preparation of 6-Beta Hydroxy Morphinan Compounds
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Page/Page column 7-8, (2009/12/27)
The invention provides processes for the conversion of a 6-keto morphinan to a 6-hydroxy morphinan. In particular, the invention provides a stereoselective process for the conversion of a 6-keto morphinan to a 6-beta-hydroxy morphinan.
Probes for narcotic receptor mediated phenomena. 24. synthesis, single crystal X-ray analyses, in vitro and in vivo properties of 6α-and 6β-IODO-3,14-dihydroxy-17-methyl-4,5α-epoxymorphinans
Kayakiri, Hiroshi,Jacobson, Arthur E.,Rice, Kenner C.,Rothman, Richard B.,Xu, Heng,Flippen-Anderson, Judith L.,George, Clifford,Aceto, Mario D.,Bowman, Edward R.,Harris, Louis S.,May, Everette L.,Partilla, John S.,Becketts, Karen
, p. 427 - 438 (2007/10/03)
The 6α- and 6β-iodo-3,14-dihydroxy-17-methyl-4,5α-epoxymorphinans, potential SPECT ligands, were synthesized and found to be μ-selective opioids, more potent in vitro and in vivo than their 6-hydroxy relatives. Single-crystal analysis showed that the 6α- and 6β-iodine atoms are spatially closely located although the C-ring conformations of these compounds are quite different (twist-boat form vs. chair). These epimeric conformational differences were not reflected in their binding affinities.
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.
SYNTHESIS OF N-DEMETHYL-N-SUBSTITUTED 14-β-HYDROXY-ISOMORPHINE AND DIHYDROISOMORPHINE DERIVATIVES
Hosztafi, Sandor,Simon, Csaba,Makleit, Sandor
, p. 1509 - 1520 (2007/10/02)
Some new representatives (3e-3h,5g) of a new group of structurally related morphine-agonist and antagonist compounds have been prepared in stereochemically homogeneous forms.Application of the Mitsunobu-reaction for suitable codeine derivatives (1a-1d) ga
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