Method of producing erythromycin derivative

Details Method of producing erythromycin derivative Method of producing erythromycin derivative

1998-08-28

2000-06-20

Lee, Howard C.

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

Organic compounds

Carbohydrates or derivatives

514 29, 536127, A01N 4304, C07H 106

Patent

active

060779438

ABSTRACT:
A method of producing an N-demethyl-N-isopropyl-8,9-anhydroerythromycin A-6,9-hemiacetal or a salt thereof, characterized in that an N-demethylerythromycin A or a salt thereof is reacted with an isopropylating agent and subsequently treated under acidic conditions, and a method of producing a substantially pure crystal of an 8,9-anhydroerythromycin A-6,9-hemiacetal derivative represented formula (VI): ##STR1## wherein R.sup.1 and R.sup.2, whether identical or not, represent an alkyl having 1 to 6 carbon atoms, an alkenyl having 2 to 6 carbon atoms or an alkynyl having 2 to 6 carbon atoms; R.sup.3 represents hydrogen or a hydroxyl group; one of R.sup.4 and R.sup.5 represents hydrogen and the other represents a hydroxyl group, or R.sup.4 and R.sup.5 bind together to represent O.dbd.; R.sup.6 represents hydrogen or a hydroxyl group that may be substituted for; R.sup.7 represents hydrogen or a hydroxyl group; or a salt thereof, characterized in that a crude crystal of said 8,9-anhydroerythromycin A-6,9-hemiacetal derivative or a salt thereof is recrystallized as a solvation product from hydrated isopropanol.

REFERENCES:
patent: 5175150 (1992-12-01), Omura et al.
patent: 5418224 (1995-05-01), Hoeltje et al.
patent: 5470961 (1995-11-01), Harada et al.
patent: 5658888 (1997-08-01), Koga et al.
Tsuzuki et al., "Motilides, Macrolides with Gastrointestinal Motor Stimulating Activity. I. O-Substituted and Tertiary N-Substituted Derivatives of 8,9-Anhydroerythromycin A 6,9-Hemiacetal", Chem. Pharm. Bull., 37(10): 2687-1700, 1989.
Lartey et al., "Synthesis of 4"-Deoxy Motilides: Identification of a Potent and Orally Active Prokinetic Drug Candidate, J. Med. Chem., vol. 38: 1793-1798, 1995.
Koga et al., Bioorganic & Medicinal Chemistry Letters, vol. 5 No. 8, pp. 835-838 (1995).

Affiliated with

Also associated with

Rating

Method of producing erythromycin derivative does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Method of producing erythromycin derivative, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method of producing erythromycin derivative will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1854554