Preparation, isolation, and identification of 4-dedimethylamino-11-methoxyanhydrotetracycline

The reaction of diazomethane with 4-dedimethylaminoanhydrotetracycline produced a number of mono-, di-, and tri- methylated products. The isolation of one monomethylated product (4-dedimethylamino-11-methoxyanhydrotetracycline) and its subsequent identification utilizing mass spectral and NMR data are described.