Enolsilyl ether compound

Organic compounds -- part of the class 532-570 series – Organic compounds – Silicon containing

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556418, 556436, 556437, 556446, 556470, C07F 710, C07F 718

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active

050618172

ABSTRACT:
The present invention relates to .beta.-lactam compound having the formula (I): ##STR1## wherein R.sup.1 is a trialkylsilyl group, dimethyl-1,1,2-trimethylpropylsilyl group, acetyl group, benzyloxycarbonyl group, O-nitrobenzyloxycarbonyl group, p-nitrobenzyloxycarbonyl group or t-butyl group, R.sup.2, R.sup.3 and R.sup.4 are a member selected from the group consisting of a lower alkyl group having 1 to 6 carbon atoms, phenyl group and an aralkyl group and a process for preparing the compound which comprises reacting enolsilylethers having the formula (III): ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as above, with chlorosulfonylisocyanate and then reducing the obtained product. The .beta.-lactam compound of the present invention is a useful intermediate for preparing carbapenem .beta.-lactam compound.

REFERENCES:
patent: 4377706 (1983-03-01), Hallgren
patent: 4474793 (1984-10-01), Ross et al.
patent: 4783543 (1988-11-01), Schutz et al.
Yoshida et al., Chem. Pharm. Bull., vol. 29, pp. 2899-2909, 1981.
Shiozaki et al., Tetrahedron, vol. 39, pp. 2399-2407, 1983.
Reider et al., Tetrahedron Letters, vol. 23, pp. 2293-2296, 1982.
Notiz uber eine verbesserte Methode zur spezifichen Freisetzung oder Acylierung primarer Hydroxylgruppen ausgehend von pertrimethylsilylierten Polyolen, Chem. Ber., vol. 107, pp. 721-724, 1974.
Chiba et al., Chemistry Letters, pp. 1927-1930, 1984.
Wetter et al. Tetrahedron Letters, vol. 26, No. 45, pp. 5515-5518, 1985.

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