[Blockers of beta-adrenergic receptors--a group of chiral agents stereoselective synthesis of beta-blockers].
Besides chromatographic methods and biocatalyzed reactions, another alternative method of obtaining enantiomeric forms of beta-blockers is stereoselective synthesis. This paper links up with two preceding surveys concerning beta-blockers--groups of chiral agents and presents a survey of the hitherto published enantioselective syntheses of (R)- and (S)-enantiomers of beta-blockers. In the group of arylaminoethanols, mainly selective reduction of prochiral ketones in the presence of metallic complexes is used in this type of synthesis. Enantiomerically pure beta-blockers of the aryloxyaminopropanol type are synthesized by means of a reaction of pertinent phenols with different chiral precursors, such as (R) and (S)-chloromethyloxirans, (S)-glycidoltosylate, (S)- or (R)-2,3-O-isopropylideneglyceroltosylate, E-(2S,3S)-3-trimethylsilylglycidol and (S)-3-terc-butyl-5-phenyl-oxazolidine-5-ylmethanol. Many of these chiral semiproducts can be prepared from natural substances, such as D-mannitol and L-ascorbic acid.
Cizmáriková
R
R
Farmaceutická fakulta Univerzity Komenského v Bratislave, Katedra chemickej teórie lieciv, SR. cizmarikova@fpharm.uniba.sk
Valentová
J
J
Hutt
A J
AJ
Sedláková
S
S
D000319:Adrenergic beta-Antagonists / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D000319:Adrenergic beta-Antagonists