Enantioselective process for producing 1-beta-methyl carbapenem

Details Enantioselective process for producing 1-beta-methyl carbapenem Enantioselective process for producing 1-beta-methyl carbapenem

1990-07-11

1992-04-14

Berch, Mark L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548110, C07B 5300, C07D41706, C07D20508, C07F 718

Patent

active

051049848

ABSTRACT:
A process is described for the stereochemically controlled synthesis of intermediates useful in producing 1-betamethylcarbapenem antibiotic intermediates involving reacting a beta lactam with a chiral thia- or oxazolidinone enolate to preferentially produce a beta-methyl intermediate which can be transformed into a carbapenem antibiotic.

REFERENCES:
patent: 3950357 (1976-04-01), Kahan et al.
patent: 4194047 (1980-05-01), Christensen et al.
patent: 4298486 (1981-11-01), Horodysky et al.
Heterocycles, vol. 21, No. 1, pp. 29-40, 1984, D. H. Shih et al.
Derwent Abstract for JP-54-07925.
JACS, vol. 103, No. 11, pp. 3099-3111, 1981, D. A. Evans et al.
JACS, vol. 103, pp. 2127-2129, D. A. Evans et al.
Derwent Abstract for JP 60-19763.
JACS, vol. 103, pp. 2876-2878, 1981 by D. A. Evans and L. R. McGee.
JACS, vol. 104, (1982), No. 6, pp. 1737-1739 by D. A. Evans et al.
Tetrahedron Letters, vol. 23, No. 4, pp. 379-382 by Reider et al.
Tetrahedron Letters, vol. 21, 1980, pp. 4607-4610 by Yamamoto et al.
Asymmetric Synthesis, vol. 3, pp. 1-110 by D. A. Evans.
Chem. Letters, No. 11, pp. 1799-1802, 1983 by Mukiyama et al.
Chem. Letters, No. 3, pp. 297-298, (1983); by Nobuharu Iwasawa et al.
Chem. Letters, No. 12, pp. 1903-1906, (1982) by Teruaki Mukaiyama et al.
Tennen Yuki Kagobutsu Toronka Koen Yoshishu, vol. 26, pp. 476-483, (1983) by Fugita et al., (with translation).
Eur. J. Med. Chem., Chim Ther., vol. 18, pp. 301-305, (1983) by Couquelet et al.
J. Org. Chem., vol. 33(2), pp. 775-777, (1968) by Offenhauer et al.
J. Org. Chem., vol. 47(17), pp. 3265-3269, (1982) by Rao et al.
J. Am. Chem. Soc., vol. 103(6), pp. 1566-1568, (1981) by Masamune et al.
J. Am. Chem. Soc., vol. 103(14), pp. 4278-4279, (1981) by Meyers et al.
Chem. Commun., vol. 10, pp. 485-486, (1967) by Horder et al.
J. Chem. Soc., Perkin Trans., vol. 1, pp. 1809-1812, (1983) by Baxter et al.
J. Chem. Soc. Chem. Comm., vol. 3, pp. 147-148, (1983) by Baker et al.
Tetrahedron Letters, vol. 21(44), pp. 4291-4294, (1983) by Kuwajima et al.
Tetrahedron Letters, vol. 22(49), pp. 4961-4964, (1981) by Akiba et al.
Tetrahedron Letters, vol. 23(41), pp. 4199-4202, (1982) by McCarthy.
Tetrahedron Letters, vol. 23(37), pp. 3781-3784, (1982) by Jarglis et al.
Tetrahedron Letters, vol. 25, pp. 2279-2286, (1984) by Gennari et al.
J. Am. Chem. Soc., vol. 101(20), pp. 6120-6123, (1979) by Evans et al.
Tetrahedron Letters, vol. 24(42), pp. 4507-4510, (1983) by Meltz et al.
Chem. Letters, pp. 153-156, (1981) by Wada.
Chem. Letters, pp. 241-244, (1982) by Murakami et al.
Synthesis Comm., vol. 9(6), pp. 515-528, (1979) by Sugasawa et al.
Diss. Abstr. Int. B, vol. 41(8), pp. 3036-3037, (1981) by Nelson.
Kagaku (Kyoto), vol. 37, (11), pp. 853-855, (1982) by Mukaiyama et al.
Tetrahedron, vol. 40, No. 8, (1984), pp. 1381-1390, by T. Mukaiyama et al.
Chemistry Letters, No. 7, Jul. 1984, pp. 1045-1048 by N. Iwasawa et al.
J. Am. Chem. Soc., vol. 102, pp. 6161-6163 by T. Salzmann et al.
Tetrahedron Letters, vol. 26, No. 31, (1985), pp. 3783-3786, by D. A. Evans et al.
Tetrahedron Letters, 1985, vol. 26(40), pp. 4855-4858 by Hsaio et al.
Tetrahedron Letters, vol. 23, No. 4, pp. 2293-2296 by Reider et al.
Bryan, Acta Crystallogr., Section B, 1980, vol. No. B36, pp. 1709-1710.
Chemistry Letters, pp. 1193-1196, (1981) by Mukaiyama et al.

Affiliated with

Also associated with

Rating

Enantioselective process for producing 1-beta-methyl carbapenem does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Enantioselective process for producing 1-beta-methyl carbapenem , we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Enantioselective process for producing 1-beta-methyl carbapenem will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2350620