D. Griffiths, J. Hughes, J. W. Brown
Dec 29, 1997
Citations
0
Influential Citations
24
Citations
Journal
Tetrahedron
Abstract
Abstract A synthesis of 2-amino-1-hydroxyethylene-1,1-bisphosphonic acid 3 has been developed from N -phthaloylglycine via dimethyl 2-( N -phthaloylamino)acetylphosphonate 1 . The preparation of the N -methylated and N , N -dimethylated derivatives 4 and 5 has been achieved by the reaction of 3 with formic acid and formaldehyde. The synthesis of 1-amino-2-hydroxyethylene-1,1-bisphosphonic acid 9 (RR′H) and its N -methylated and N , N -dimethylated analogues has been achieved by the reaction of phosphorus trichloride and phosphorous acid with the appropriate O -benzyl protected hydroxyacetamide, followed by catalytic hydrogenolysis of the protecting group.