Purepacker (Stranger)
02-19-04 15:09
No 489816
       Homoserine to GHB ?     

SWIM has 50 grams of homoserine. Since the homoserine structure is almost identical to GHB (except for the 2-amino functional group) the question rose whether one can remove the amino group without too much problems ? Any input would be appreciated....
I´m not suffering from Magnon´s Syndrome...It just itches! 		 
 
 
 
    silenziox
(Hive Bee)
02-19-04 16:37
No 489827
       Homoresine biosynthesis     

Homoserine biosynthesis references found from google:

http://biocyc.org%3A1555/ECOLI/new-image?type=PATHWAY&object=HOMOSERSYN-PWY













Molecule: L-homoserine / 2-amino-4-hydroxybutanoic acid ("C(=O)(C(CCO)N)O")



Anyways, you'd have to de-aminate somehow to get 5-hydroxypentanoic acid (GVL / gamma-valerolactone) and then de-methylate it to get 4-hydroxybutyric acid (GBL / gamma-butyrolactone).... Impossible.

Same would go for 4-Aminobutylate and D-aspartate (for 1,4-BDO you'd have to de-hydeogenate it)...

Check out also Post 466474 (adroit_synth: "2-aminomethyl-THF/Tetrahydrofurfurylamine ->THF", Newbee Forum)
Holotna Pravda... Neskolko dnej iz zhizni siLENZiova   laugh 		 
 
 
 
    Rhodium
(Chief Bee)
02-19-04 18:16
No 489861
       Count your carbons     

Count your carbons - how did you go from 2-amino-4-hydroxy-butanoic acid to 4-hydroxy-pentanoic acid just like that?
The Hive - Clandestine Chemists Without Borders 		 
 
 
 
    silenziox
(Hive Bee)
02-19-04 18:28
No 489866
       Shit. My mistake.     

I'm drunk laugh and was thinking the time I had some valerolactone which I furiously tried to de-methylate.
I meant to say 4-hydroxy-2-methylbutanoic acid.

Sorry for the confusion.
Holotna Pravda... Neskolko dnej iz zhizni siLENZiova   laugh 		 
 
 
 
    Purepacker
(Stranger)
02-23-04 14:22
No 490661
       I must have been...     

drunk too... tongue
I´m not suffering from Magnon´s Syndrome...It just itches!