Process for preparing (R)-salbutamol

Details Process for preparing (R)-salbutamol Process for preparing (R)-salbutamol

2007-07-24

2007-07-24

Barts, Samuel (Department: 1621)

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

Organic compounds

Amino nitrogen containing

C564S358000

Reexamination Certificate

active

11332418

ABSTRACT:
Disclosed are processes for preparing levosalbutamol or the pharmacologically acceptable salts thereof on an industrial scale, using asymmetric hydrogenation as the key step and optionally a special sequence of subsequent steps, using rhodium as catalyst and a chiral bidentate phosphine ligand such as (2R, 4R)-4-(dicyclohexylphosphino)-2-(diphenyl-phosphino-methyl)-N-methyl-aminocarbonyl-pyrrolidine as catalyst system.

REFERENCES:
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patent: WO 95/29146 (1995-11-01), None
patent: WO 00/43345 (2000-07-01), None
Sakuraba, S. et al; Efficient Asymmetric Hydrogenation of Alfa-Amino Ketone Derivatives. A Highly Enantioselective Synthesis of Phenylephrine, Levamisole, Carnitine and Propranolol; Chemical and Pharmaceutical Bulletin, Pharmaceutical Society of Japan: Bd. 43, Nr. 5, pp. 738-747.
Herold, P., et al. “A Versatile and Stereocontrolled Synthesis of Hydroxyethylene Dipeptide Isosters”, Journal of Organic Chemistry, vol. 54, No. 5, (Mar. 1989), pp. 1178-1185.
Cahiez, G., et al. “Highly Stereo- and Chemoselective Iron-Catalyzed Alkenylation of Organomagnesium Compounds”, Synthesis, No. 8 (Aug. 1998), pp. 1199-1200.

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