I've been doing a good deal of reading, and stumbled onto a potentially interesting synthesis.
The conversion of Codeine to Theibaine. Their are multiple procedures, some of which are outlined here http://pubs.acs.org/doi/pdf/10.1021/jm00245a006
The rest of the procedure can be extrapolated from the analogous synthesis of buprenorphine from Thebaine (document attached)
"Synthesis of buprenorphine
begins on the basis of the reaction product of 42 cycloaddition of thebaine and
methylvinylketone. The resulting product 7-acetyl-6,14-endoethanotetrahydrothebaine
(3.1.86) is further hydrogenated using a palladium on carbon catalyst into 7-acetyl-6,14-
endoethanotetrahydrothebaine (3.1.87). This is reacted with tert-butyl-magnesium chloride to
form 6,14-endoethano-7-(2-hydroxy-3,3-dimethyl-2-butyl)-tetrahydrothebaine (3.1.88)."
The grignard reaction could be performed before or after pd catalysed hydrogenation depending on the target molecule.
Essentially a few grams of codeine could be transmuted into... a few 100,000 equivalents in just 5 steps.
Words of caution to the reckless. Etorphine and dihydroetorphine are very potent, hence very dangerous. Purification, confirmation of product and animal testing (rats) would be prudent at best. Due diligence with calculations and dilution is necessary if you plan to live years past this experiment. (thought a disclaimer was the least I could do for starting discussion on such a potentially hazardous compound)
Any ideas for making less potent analogues, as less potent is ideal in this scenario. Any other possible tweaks, criticism, discussion. I am very curious to see where this goes, mainly because solidstone is drug tested and realizes this compound would not be detectable (under the limit of quantification).
The conversion of Codeine to Theibaine. Their are multiple procedures, some of which are outlined here http://pubs.acs.org/doi/pdf/10.1021/jm00245a006
The rest of the procedure can be extrapolated from the analogous synthesis of buprenorphine from Thebaine (document attached)
"Synthesis of buprenorphine
begins on the basis of the reaction product of 42 cycloaddition of thebaine and
methylvinylketone. The resulting product 7-acetyl-6,14-endoethanotetrahydrothebaine
(3.1.86) is further hydrogenated using a palladium on carbon catalyst into 7-acetyl-6,14-
endoethanotetrahydrothebaine (3.1.87). This is reacted with tert-butyl-magnesium chloride to
form 6,14-endoethano-7-(2-hydroxy-3,3-dimethyl-2-butyl)-tetrahydrothebaine (3.1.88)."
The grignard reaction could be performed before or after pd catalysed hydrogenation depending on the target molecule.
Essentially a few grams of codeine could be transmuted into... a few 100,000 equivalents in just 5 steps.
Words of caution to the reckless. Etorphine and dihydroetorphine are very potent, hence very dangerous. Purification, confirmation of product and animal testing (rats) would be prudent at best. Due diligence with calculations and dilution is necessary if you plan to live years past this experiment. (thought a disclaimer was the least I could do for starting discussion on such a potentially hazardous compound)
Any ideas for making less potent analogues, as less potent is ideal in this scenario. Any other possible tweaks, criticism, discussion. I am very curious to see where this goes, mainly because solidstone is drug tested and realizes this compound would not be detectable (under the limit of quantification).
