A bicyclic spiro analog of d-proline was synthesized from perbenzylated methyl d-fructoside. The synthetic steps required first a three carbon chain elongation at the anomeric position by C-glycosylation, secondly the introduction of the amino function at C-1, and finally the cyclization to the pyrrolidine ring and introduction of the carboxylic group.
Cipolla, L., Redaelli, C., Nicotra, F. (2005). Synthesis of a spiro D-proline analogue bearing D-fructose. LETTERS IN DRUG DESIGN & DISCOVERY, 2, 291-293.
Synthesis of a spiro D-proline analogue bearing D-fructose
CIPOLLA, LAURA FRANCESCA;NICOTRA, FRANCESCO
2005
Abstract
A bicyclic spiro analog of d-proline was synthesized from perbenzylated methyl d-fructoside. The synthetic steps required first a three carbon chain elongation at the anomeric position by C-glycosylation, secondly the introduction of the amino function at C-1, and finally the cyclization to the pyrrolidine ring and introduction of the carboxylic group.File in questo prodotto:
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