inspired durch no1uno´s great idea for enantioselective P2P reduction, i researched a bit and found lots of material, experiments so simple that students will do them at university and else, a example (the third) is attached.
In general, living yeast will reduce ketones and ester of ketocarboxylic acids to their alcohols, in high enantiopure output to the corresponding dextro isomeric alcohol leaving nearly every other group or chirality completely untouched. So I thought a bit more where it could have uses for the clandestine chemist and some of the better are:
- If one has racemic RS-methcathinone, it would be reduced to 1S,2S-(pseudo)ephedrin (natural occuring d-pseudo) and 1S,2R-ephedrin (the unnatural d-ephedrine)
- Or if one would use several of those stimulating cathinones, like ethylcathinone or those fluorocats, they would reduce to a very convenient ephedrine to use for novel N-4-dimethylaminorex compounds?
- And the most fascinating of course the P2P reduction itself, should bee very high yielding as acetophenon reduces in a yield over 80% in an enantiomeric excess of nearly 90% to dextro-"acetophenol" in less than 100 hours reaction time... similiar success with P2P here can be expected and every cook will more likely become a brewer, even more as its the case with the a lot better known l-PAC fermentation
I for myself will give these reaction a try soon using another substrate, and a easy way to monitor the enantiopurity too because my substrate will be racemic carvone ive made out of d-limonene. It has become racemic for sure during the process, as it smells now like mint and caraway instead of the even more pleasant citric smell of oranges of d-limonene before. the reaction product there should only carry one of these smells but i dont know sure its l-carveol and not d-carveol i get but this will show it easy and useful too, pretty cool
What do you think? theres definitely much potential for us to discover, i mean, its a 100% OTC thing really cool find that no1one made there, isnt it
the latter attachements is a write up for students but it is in german, but in a rather more practical speech written that this from orgsyn ive posted also in the P2Pol topic:
http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv7p0215
In general, living yeast will reduce ketones and ester of ketocarboxylic acids to their alcohols, in high enantiopure output to the corresponding dextro isomeric alcohol leaving nearly every other group or chirality completely untouched. So I thought a bit more where it could have uses for the clandestine chemist and some of the better are:
- If one has racemic RS-methcathinone, it would be reduced to 1S,2S-(pseudo)ephedrin (natural occuring d-pseudo) and 1S,2R-ephedrin (the unnatural d-ephedrine)
- Or if one would use several of those stimulating cathinones, like ethylcathinone or those fluorocats, they would reduce to a very convenient ephedrine to use for novel N-4-dimethylaminorex compounds?
- And the most fascinating of course the P2P reduction itself, should bee very high yielding as acetophenon reduces in a yield over 80% in an enantiomeric excess of nearly 90% to dextro-"acetophenol" in less than 100 hours reaction time... similiar success with P2P here can be expected and every cook will more likely become a brewer, even more as its the case with the a lot better known l-PAC fermentation
I for myself will give these reaction a try soon using another substrate, and a easy way to monitor the enantiopurity too because my substrate will be racemic carvone ive made out of d-limonene. It has become racemic for sure during the process, as it smells now like mint and caraway instead of the even more pleasant citric smell of oranges of d-limonene before. the reaction product there should only carry one of these smells but i dont know sure its l-carveol and not d-carveol i get but this will show it easy and useful too, pretty cool
What do you think? theres definitely much potential for us to discover, i mean, its a 100% OTC thing really cool find that no1one made there, isnt it
the latter attachements is a write up for students but it is in german, but in a rather more practical speech written that this from orgsyn ive posted also in the P2Pol topic:
http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv7p0215