The Vespiary

The Hive => Chemistry Discourse => Topic started by: malvaxman on May 22, 2002, 01:47:00 AM

Title: Is there any method...
Post by: malvaxman on May 22, 2002, 01:47:00 AM
Is there any method to make pure enantiomeric d-meth which doesn´t involve natural products like l-ephedrine l-PAC?

....i guess the method which ofcours exists could be applicable in some research fascility but deffinitly not my kitchen or garage.  ::)

/Thank you for your help
Title: Resolution instructions
Post by: Rhodium on May 22, 2002, 01:55:00 AM

https://www.thevespiary.org/rhodium/Rhodium/chemistry/amphetamine.resolution.html (https://www.thevespiary.org/rhodium/Rhodium/chemistry/amphetamine.resolution.html)

Title: Just putting the word out
Post by: PrimoPyro on May 22, 2002, 02:06:00 AM
There are also likely to be other possibilities involving organometallic syntheses. Many chiral agents have been developed for many syntheses involving these reactions. More information, I cannot produce, this is essentially all I know. My source (March's 5th) was very vague, and only consisting of about two sentences stating what I already stated.

Many of these catalysts revolve around the syntheses of alcohols and amines, so it is likely that such methods exist and are applicable here. What they are, I do not know as of yet.

                                                   PrimoPyro
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Title: Methylbenzylamine
Post by: lugh on May 22, 2002, 02:16:00 AM
You can also use reductive alkylation using methylbenzylamine as found in:

https://www.thevespiary.org/rhodium/Rhodium/chemistry/reductive.alkylation.html (https://www.thevespiary.org/rhodium/Rhodium/chemistry/reductive.alkylation.html)




Reductive Alkylation of alpha-Methylbenzylamine with 1-Phenyl-2-Propanone Followed by Hydrogenolysis:

Nichols et al., Asymmetric Synthesis of Psychotomimetic Phenylisopropylamines, J. Med. Chem. 16(5) (1973) 480-3. This procedure offers a route to dextro-amphetamine from phenyl-2-propanone
Title: RMgX + CuI + Imine -> Amine 99% yield, 99% ee
Post by: Rhodium on May 22, 2002, 02:19:00 AM
Synlett 651 (2002) has a large review article of stereospecific addition of organometallic reagents to imines to form optically pure amines. It even includes some 2,5-dimethoxyphenyl compounds.
Title: 99% ee?
Post by: PrimoPyro on May 22, 2002, 02:34:00 AM
99% ee? Does that mean 99% enantiomerically efficient by any chance? Just a wild guess.
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Title: Enantiomeric excess
Post by: Rhodium on May 22, 2002, 03:01:00 AM
Enantiomeric excess. A racemic mixture is 0% ee, and a pure optical isomer is 100% ee. A 99% ee mixture consists of 99.5% of one isomer and 0.5% of the other. Stupid unit, I know.
Title: Thank You
Post by: PrimoPyro on May 22, 2002, 03:09:00 AM
I will remember this. The unit is ok, its value reminds me of the Proof system for alcohols, also redundant.

                                                 PrimoPyro
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