Enantioselective preparation of optically pure albuterol

Details Enantioselective preparation of optically pure albuterol Enantioselective preparation of optically pure albuterol

1995-01-20

1996-08-13

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

564304, 564356, 564363, 564365, C07C20968

Patent

active

055457452

ABSTRACT:
The invention relates to a method for producing albuterol by the resolution of a mixture of enantiomers of methyl 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-2-(phenylmethoxy)benzoate or .alpha.-[[(1,1-dimethylethyl)amino]methyl]-4-(phenylmethoxy)-1,3-benzenedi methanol using a chiral acid such as (+/-) di-toluoyltartaric acid or (+/-) di-benzoyltartaric acid.

REFERENCES:
Hartley et al. "Absolute Configuration of the Optical Isomers of Salbutamol" J. Med. Chem. 14, 895-896 (1971).
Hopkins, "Salbutamol" Drugs of the Future IV 629-633 (1979).
Floyd et al. "The Oxidation of Aetophenones to Arylglyoxals with Aqueous Hydrobromic Acid in Dimethyl Sulfoxide" J. Org. Chem. 50 5022-5027 (1985).
Collin et al. "Saligenin Analogs of Sympathomimetic Catecholamines" Chemistry Dept., Allen and Hansburys Ltd. (1970).

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