Got this idea while looking at the naltrexone formula...
I know that smaller cyclic alkenes like cyclopropane react allmost like alkenes.
This can explain why both naloxone and naltrexone share same antagonistic properties,
they bound irreveribly/covalently to the opioide receptor on the "wrong" side.
Becouse of that property I know that some of the following addition reactions to open the ring is
not only possible but quite likely:

Main Structure-CH3-CyPr + HBr = Main Structure-CH3-CHBr-CH2-CH3
Main Structure-CH3-CyPr + HBr = Main Structure-CH3-CH3-CH2-CH2Br

Anyone has idea what to do next!?

http://en.wikipedia.org/wiki/Naltrexone
http://en.wikipedia.org/wiki/Oxymorphone

EDIT:
LOL Apparently I had a good hunch!
http://www.reference.com/browse/methylcyclopropane

Guys on drugs-forum.org had the same discussion but nobody
tried to do further research.

Hard to say if you'd get an agonist, partial agonist, or antagonist from that. Probably not worth the trouble.

while i buy morphine and esterify i

which way?

you're going to get a polymeric mes

quite possibly, plus I cant see why anyone would want to bother....

Hey assyl. I'm sorry if I seem to be dissing all your idea's, but truly I'm not...its just the OTC likelyhood of many seems unlikely

at least in my neck of the woods

But hey, keep up the lateral thinking, I wouldnt be surprised if you come up with some gems someday

i was looking into that not long ago and the best way i found to do that was to n-dealkylate it with vinyl chloroformate
now i don't know if that works for n-dealylation of a cyclo-propyl methyl group i know it works on morphine.
what happens is vinyl chlloroformate will form the carbamate at nitrogen and o-proect it for the subsequent alkylation.
the vinyl carbamate can be split off with acid while the o-protected vinyl oxy ester remains intact.
then after n-alkylation the ester can be hydrolysed with a base.
that's the general gist of the scheme.
anyway vinyl chloroformate is made from phosgene and allyl alcohol which is what put me off to that idea.
naltrexone is cheap (6 dollars a gram) so the scheme is an attractive one.

yeah, naltrexone is kind of expensive around here, at least.

yeah, i know.
but i'm always amused how much money the highly frustrated mothers here have to spend on naltrexone for their sweet children, 50 mg x 28 = 150 lv.

Turn naltrexone into the 14-O-phenylpropoxy compound and the substitution on the nitrogen no longer affects it - it becomes a highly potent agonist. Just remembered this...

The hard part is doing this without alkylating the alpha keto carbons... would be wise to protect it first with ethylene glycol.

The N-CPM analogue 15 is approximately 600 times more potent than morphine in the TF (ED50 ) 0.003mg/kg for 15, compared with 1.9 mg/kg for morphine).

Shouldn't be any need to O-protect, at least with phenylpropoxy as the 14 substituent, 15 mentioned above is 600x morphine with a phenolic OH, no OMe to be found.

Oh yeah, whoops - you're right. If you protect with methoxy then it's easy for sure, 14-alkoxycodones are easily converted into 14-alkoxymorphinans by refluxing with HBr. Who knows, maybe the 14-methoxy compound would be a full agonist, if so it would simply this a lot.

http://www.sciencemadness.org/talk/viewthread.php?tid=15704

Trimethylsulfonium bromide used as a relatively non-toxic methylating agent, and it's a solid, not a liquid or a gas... easily made by adding bromine to DMSO. Might be able to use this to alkylate at the 14 position as well. If used, protecting the 6-keto moiety may not be necessary; methyls at the 5 and 7 positions do not appear to significantly diminish activity.

Dimsyl sodium should be a strong enough base to deprotonate the tertiary alcohol, and that can be made by chucking sodium (or something similar from lithium in batteries) into DMSO...

here is the most recent review of the synthetic techniques by schmidhammer i think you will find it useful.