METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE]
The synthesis of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside (1) from D-glucose is reported; the conversions of (1) into derivatives of methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside (as precursors for the synthesis of polyhydroxylated piperidines) and into the hydroxylated py...
| Main Authors: | , |
|---|---|
| Formato: | Journal article |
| Idioma: | English |
| Publicado em: |
1987
|
| Resumo: | The synthesis of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside (1) from D-glucose is reported; the conversions of (1) into derivatives of methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside (as precursors for the synthesis of polyhydroxylated piperidines) and into the hydroxylated pyrrrolidine, 2,5-dideoxy-2,5-imino-D-mannitol [2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine] are described. © 1987. |
|---|