Process for penicillin epimerization

Details Process for penicillin epimerization Process for penicillin epimerization

1980-04-07

1982-03-16

Trousof, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

544 30, 544 90, C07D49904

Patent

active

043200559

ABSTRACT:
6.beta.-acylaminopenicillin-1.beta.-sulfoxides are epimerized to 6.alpha.-acylaminopenicillin-1.beta.-sulfoxides using triethylamine and chlorotrimethylsilane. The 6.alpha.-acylaminopenicillin-1.beta.-sulfoxides produced in this process are useful intermediates in the synthesis of 7.beta.-acylamino-7.alpha.-alkoxy-3-methyl 1-oxa .beta.-lactam acids, a class of 1-oxa .beta.-lactam antibiotics.

REFERENCES:
patent: 3719667 (1973-03-01), Gutowski
patent: 3954734 (1976-05-01), Doub et al.
Pant et al., J. C. S. Chem. Comm., pp. 57-58, (1977).
Vlietinck et al. I, Tet. Letters, No. 4, pp. 285-287, (1972).
Kovacs et al., Acta. Chem. Scand., 27, pp. 677-704, (1973).
Class et al., J. C. S. Perkin I, pp. 932-937, (1973).
Vlietinck et al. II, J. C. S. Perkin I, pp. 937-942, (1973).
Barton et al., J. C. S. Perkin I, pp. 599-603, (1973).
Vlietinck et al. III, J. Org. Chem., vol. 39, No. 4, pp. 441-444, (1974).
Fukumura et al., Tet. Letters, pp. 4123-4126, (1975).
Busson et al., J. Org. Chem., vol. 41, No. 15, pp. 2561-2565, (1976).
Wolfe et al., Chem. Comm., 242-244, (1968).
Johnson et al., Tet. Letters, No. 16, pp. 1903-1905, (1968).
Sassiver et al., Tet. Letters, No. 45, 3993-3996, (1969).
Cooper et al., J. Amer. Chem. Soc., 91, pp. 1528-1529, (1969).
Gutowski, Tet. Letters, No. 21, pp. 1779-1782, (1970).
Stoodley et al. I, J. C. S. Perkin I, pp. 450-452, 647-648, (1971).
Jackson et al., J. C. S. Perkin I, pp. 895-899, (1972).

Affiliated with

Also associated with

Rating

Process for penicillin epimerization does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for penicillin epimerization, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for penicillin epimerization will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1641273