Process for producing allyl aminothiazole acetate intermediates

Details Process for producing allyl aminothiazole acetate intermediates Process for producing allyl aminothiazole acetate intermediates

1988-10-17

1989-12-19

Gerstl, Robert

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D27740

Patent

active

048884294

ABSTRACT:
There is described a process for the manufacture of a compound of the formula ##STR1## wherein R.sup.1 is lower alkyl, lower alkanoyl, lower alkenyl or the group --CH.sub.2 COOR.sup.2 or --C(CH.sub.3).sub.2 COOR.sup.2 and R.sup.2 is a readily cleavable group, by reacting a compound of the formula ##STR2## wherein R is lower alkyl, with an alkali metal allylate and reacting the resulting compound of the formula ##STR3## wherein M is an alkali metal atom, with a compound of the formula R.sup.1 -X, wherein X is a leaving group. This process can be used to manufacture antimicrobially active mono-.beta.-lactam, cephalosporin and penicillin derivatives.

REFERENCES:
patent: 4598154 (1986-07-01), Oine
patent: 4652651 (1987-03-01), Furlenmeier et al.
Greene, Protective Groups in Organic Synthesis, pp. 169-170 (1981).
March Advanced Organic Chemistry, 3rd Ed., pp. 351-352 (1985).
Patai, The Chem. of Carboxylic Acids and Esters, pp. 109-115 (1969).
Furleinmeier et al., Chem. Abst. 100:174525y (1984).
Furleinmeier et al., Chem. Abst. 100:191650c (1984).
Ser. No. 499,971, to Furlenmeier et al., Filed 6/1/83.

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