Process for preparing griseolic acid derivatives

Details Process for preparing griseolic acid derivatives Process for preparing griseolic acid derivatives

C - Chemistry, Metallurgy

07

H

260/210, 260/229

C07H 19/16 (2006.01) C07H 19/02 (2006.01) C07H 23/00 (2006.01)

Patent

CA 1267410

ABSTRACT OF THE DISCLOSURE Griseolic acid and dihydrodesoxygriseolic acid deri- vatives having an alkyl or aralkyl group as a substituent on the amino group at the 6-position are prepared by reacting the unsub- stituted compound with a compound R7-X (where R7 is alkyl or aralkyl and X is halogen or sulfonyloxy). The group first sub- stitutes and quaternizes the 1-nitrogen atom. The compound is then subjected to an appropriate combination of temperature and pH to cause ring cleavage, rearrangement and ring closure invol- ving the 6-amino group and this quaternized 1-nitrogen to give a 6-alkylamino or 6-aralkylamino derivative. The process enables the derivatives to be prepared in high yield by means of a simple process.

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