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US 4,380,652 AGranted
Enamines of 6'-methylspectinomycin and process for preparing the same
AssigneeThe Upjohn Company
InventorDavid R. White
Life of this patent
Estimating the term…
Abstract
A method for the preparation of 6'-methylspectinomycin and analogs thereof. Additionally provides novel intermediates utilized in said method.
Claims6
A compound having the formula
- wherein R is hydrogen or alkyl and R.sub.1, R.sub.4, R.sub.5, R.sub.8, and R.sub.9 are selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, and lower alkylyl;
- B and B.sub.1 are the same or different and are selected from the group consisting of hydrogen, hydroxy, alkoxy, o-lower alkenyl, thio, thio-lower alkyl and thio-lower alkenyl;
- A is selected from the group consisting of oxygen and sulfur;
- R'.sub.2, R'.sub.3, R'.sub.6 and R'.sub.7 are selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, and a blocking group selected from the group consisting of aralkoxycarbonyl, halogenated-alkoxycarbonyl and alkoxycarbonyl;
- with the proviso that one of R'.sub.2 and R'.sub.3 is always a blocking group, and that one of R'.sub.6 and R'.sub.7 is always a blocking group;
- and R.sub.10 is acyl.
3 more elements
A process for preparing a compound having the formula ##STR163## which comprises reacting a compound having the formula ##STR164## with, in an excess of an acetal of dimethylformamide wherein R is hydrogen or alkyl and R.sub.1, R.sub.4, R.sub.5, R.sub.8, and R.sub.9 are selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, and lower alkynyl;
- B and B.sub.1 are the same or different and are selected from the group consisting of hydrogen, hydroxy, alkoxy, o-lower alkenyl, thio, thio lower alkyl and thio-lower alkenyl;
- A is selected from the group consisting of oxygen and sulfur;
- R'.sub.2, R'.sub.3, R'.sub.6 and R'.sub.7 are selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, and a blocking group selected from the group consisting of aralkoxycarbonyl, halogenated-alkoxycarbonyl and alkoxycarbonyl;
- with the proviso that one of R'.sub.2 and R'.sub.3 is always a blocking group, and that one of R'.sub.6 and R'.sub.7 is always a blocking group;
- and R.sub.10 is acyl.
2 more elements
Dependencies are inferred from the claim text.