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The compound [4-(4,5-bis(2-chloroethyl)thiazol-2-yl)phenoxy]-ethanol is an active ligand for the potent suicide substrate of the enzyme acetylcholinesterase (AChE).
The compound:
may be prepared by treating the acetophenone:
with acetyl chloride and thionyl chloride in ethylene glycol/methylene dichloride:
The ethylene glycol/methylene dichloride reaction is exothermic with evolution of CO2. The product from this reaction can be recovered as a mixture of [(4R,5S)- and (4S,5R)-thiazole-2-yl]phenyl ethanols:
The stereochemistry of the thiazole ring in the product is the same as that in the acetylcholine precursor neurotransmitter acetylcholine. The compounds:
where R2 is a protecting group, may be converted to the corresponding (4R,5S) and (4S,5R) compounds:
The (4R,5S) and (4S,5R) compounds are potent inhibitors of the enzyme acetylcholinesterase. The (4S,5R) compound is 10,000 times more potent than the corresponding (4R,5S) compound.Pages
Thursday, March 31, 2013
Plumbers on tap for 2014 season
The Golf Coaches Association of Great Britain (GCAG) confirmed yesterday it is looking forward to working with the PGA and returning major sponsors, JP Morgan, Dunlop, Cobra, MSc Golf and The Acorn after the withdrawal of Barclays from the sport.
“The GCAG is delighted to be working with the PGA to maintain the links with major
sponsors in golf and are looking forward to the 2014 season,” said GCAG
CEO Jonathan Nettle. “Working alongside the PGA, we look forward to
competing in the major events such as the WGC-HSBC Champions and Open
Championships and to assisting with the preparation of these world
class events.”
The GCAG already has
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