R-bambuterol, its preparation and therapeutic uses

Details R-bambuterol, its preparation and therapeutic uses R-bambuterol, its preparation and therapeutic uses

2005-02-08

2009-02-24

Oh, Taylor Victor (Department: 1625)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

N-c doai

C560S132000

Reexamination Certificate

active

07495028

ABSTRACT:
R-enantiomer of Bambuterol, its preparation and therapeutic uses are disclosed. A composition includes R-Bambuterol or its therapeutically acceptable salt. A composition of R-Bambuterol includes at least 80% by weight of the R-enantiomer and not more than 20% by weight of the S-enantiomer based on a total weight of the Bmbuterol. A process includes: (a) asymmetrically reducing a suitably substituted and suitably protected bromoacetophenone compound to a chiral phenyl-bromoethanol comprising a primary bromo group and a secondary hydroxyl group; (b) displacing the bromo group by a suitably substituted and optionally protected primary amine to produce a protected chiral phenylethanolamine, and (c) removing the protecting groups to convert the protected chiral phenylethanolamine to a chiral phenylethanolamine.

REFERENCES:
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European Search Report issued in European Patent Application No. 02807678.4-2017 (PCT/US0225225), dated May 8, 2006, Cheng, J. L., et al. (3 pages).
Carlsson, Y., et al.: “Non-aqueous capillary electrophoretic separation of enantiomeric amines with (-)-2, 3:4, 6-di-0-isopropylident-2-keto-L-gulonic acid as chiral counter ion”, Journal of Chromatography, A, 922 (1-2), 303-311, CODEN: JCRAEY; ISSN: 0021-9673, 2001, XP004255350 (9 pages).

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