Optically active aryloxypropanolamines and arylethanolamines

Details Optically active aryloxypropanolamines and arylethanolamines Optically active aryloxypropanolamines and arylethanolamines

1985-12-04

1991-02-05

Raymond, Richard L.

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

Organic compounds

Amino nitrogen containing

544134, 544169, 544224, 544312, 546159, 548135, 548186, 548247, 548305, 548444, 548503, 548509, 548515, 549 23, 549289, 549304, 549387, 549466, 549468, 549487, 549491, 558401, 558422, 560 29, 560 38, 560 42, 564 51, 564 79, 564 86, 564165, 564220, 564363, C07C21508, C07C21754

Patent

active

049906682

ABSTRACT:
Described is a process for preparing a racemic or chiral aryloxypropanolamine (1) or arylethanolamine (2) of the formula ##STR1## wherein Ar is aryl, substituted aryl, heteroaryl, or aralkyl and R is alkyl, substituted alkyl, aralkyl, or WB wherein W is a straight or branched chain alkylene of from 1 to about 6 carbon atoms and wherein B is --NR.sub.2 COR.sub.3, --NR.sub.2 CONR.sub.3 R.sub.4, --NR.sub.2 SO.sub.2 R.sub.3, --NR.sub.2 SO.sub.2 NR.sub.3 R.sub.4, or --NR.sub.2 COOR.sub.5, where R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, alkoxyaryl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.3 and R.sub.5 are not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.3 or --NR.sub.3 COOR.sub.5, or R.sub.3 and R.sub.4 may together with N form a 5- to 7-membered heterocyclic group.
The process can be used to prepare beta-blocking agents, useful in the treatment of cardiac conditions.

REFERENCES:
patent: 3850946 (1974-11-01), Edwards
patent: 4202978 (1980-05-01), Fohrenholtz et al.
patent: 4582905 (1986-04-01), Sakai
Iriuchijima et al., "Agric. Biol. Chem.", vol. 46, No. 5, pp. 1153-1157 (1982).

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