Add time:08/11/2019 Source:sciencedirect.com
The reduction of methyl 2-benzamido-2-deoxy-3,4,6-tri-O-methanesulphonyl-α-D-glucopyranoside with lithium aluminium hydride gave methyl 2,3,6-trideoxy-2,3-epimino-α-D-allopyranoside. The structure of the epimine was proved by an unequivocal synthesis from methyl 2,3-acetylepimino-4,6-O-benzylidene-2,3-dideoxy-α-D-allopyranoside by removal of the benzylidene substituent with N-bromosuccinimide, followed by reductive dehalogenation of the resulting 6-bromo derivative and the removal of the 4-O-benzoyl and N-acetyl substituents.
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