Celery contains androsterone

How would you go about extracting it and concentrating it ?

btw androsterone is supposed to be a pheromone

Well, you could instead extract about 50 milligrams of it from 17,000 liters of male urine like it says on wikipedia.

https://en.wikipedia.org/wiki/Androsterone

Why do you need a weak derivative of testosterone? The is quite suggestive.

[Edited on 2-12-2017 by A Halogenated Substance]

Quote: Originally posted by D4RR3N

How would you go about extracting it and concentrating it ?

Quote: Originally posted by A Halogenated Substance

Well, you could instead extract about 50 milligrams of it from 17,000 liters of male urine like it says on wikipedia. https://en.wikipedia.org/wiki/Androsterone Why do you need a weak derivative of testosterone? The is quite suggestive. [Edited on 2-12-2017 by A Halogenated Substance]

Celery is more fun then to play with gallons of piss I guess

You can probably buy aerosol cans of it at your farm supply shop for just 7 euros/£/$. It works on sows at the right time in their cycle. If your planning some experiments with other species do post the results. At least you can guantee you will get lucky with a sow eventually LOL



PS sorry for the huge pic.

[Edited on 12-2-2017 by wg48]

Pancuronium bromide from Androsterone maybe?

A disscusion regarding this might be better suited for the organics section but since this thread has already began i will start here.

Pancuronium bromide


Androsterone


Preparation of a similar compound from a similar starting material


Ok first things first we would need to dehydrate the Androsterone to form the desired cycloalkene (I do not know how to name molecules of this size it would be nice if someone could point me in the direction of somewhere i could learn), This would have to be done in liquid phase however the only ways i know how to dehydrate an alcohol are by dehydration over aluminium oxide or acid catalyzed dehydration both of which require rather high temperatures and i doubt the androsterone would survive these conditions, so perhaps someone would have a better idea about how we could do that?

The next step would be acetylation of the ketone using mercury sulfate (dangerous but doable) and an unfamiliar acetylating agent which yields acetone as a co-product (my nomenclature knowledge hit a barrier here so excuse if i am incorrect but i think its 1-methyl ethene ethanoate).
However i see no reason why this couldn't be done with acetic anhydride with the co-product being acetic acid instead.

The next step is an epoxidation using meta-chloroperoxybenzoic acid or mCPBA, which may be difficult to prepare because a benzoyl chloride must be prepared which requires a powerful chlorinating agent although i do recall magpie or somebody preparing a benzoyl chloride from benzoic acid using HCl but i could be wrong on this. Non the less the resulting epoxide would then have to be reacted with piperidine to form the next step.

https://en.wikipedia.org/wiki/Meta-Chloroperoxybenzoic_acid

The next step is straight forward as hell and is just a hydrogenation to reduce the ketone to an alcohol (this could be acheived with Pd/C & H2, NaBH4, LAH, or maybe even AlHg respectively.

The last steps again are rather straight forward and involve a acetylation of the alcohols using acetic anhydride and finally a reaction with bromomethane in a Menshutkin/quarternization reaction to finally yield what is now im guessing a water soluble product.
I see no reason why an amateur could not use iodomethane in place of bromomethane to yield a still active product.

Cheers Fish

Quote: Originally posted by Assured Fish

the resulting epoxide would then have to be reacted with piperidine to form the next step.

Quote: Originally posted by Assured Fish

Quote: how is the regioselectivity of this reaction controlled,especially for the epoxide on the left ? Good question, to be honest i never even thought about the sterioisomers