596. 2,4,6-Tri-O-acetyl-3-O-benzyl-α-D-glucopyranosyl bromide: a new intermediate for the Koenigs–Knorr synthesis of glycosides
✍ Scribed by Finan, P. A. ;Warren, C. D.
- Book ID
- 118147746
- Publisher
- The Royal Society of Chemistry
- Year
- 1962
- Weight
- 376 KB
- Volume
- 0
- Category
- Article
- ISSN
- 0368-1769
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📜 SIMILAR VOLUMES
The title compound (2), readily obtained as a fairly stable, crystalline solid from 2-amino-2-deoxy-D-glucose hydrochloride through its iv-protected derivative, 2-deoxy-2-[(4,4-dimethyl-2,6-dioxocyclohexylideneme~yl)amino]-~-glucopyranose, is an excellent donor of the 2-amino-2-deoxy-&D-glucopyranos
## Note The Koenig+Knorr reaction of benzyl 4,6-O-benzylidene-fl-o-galactopyranoside with 2,3,4,6-tetra-O-acetyl-a-D-galactopyranosyl bromide In continuation of our studiesle5 on the relative reactivity ot' HO-2 and -3 in 4,6-O-benzylidene-D-glucopyranosides towards u-glucosylation 111 reactions o
A one-pot synthesis of 1-allyl-and 1-allenyl-6-O-acetyl-2,3,4-tri-O-benzyl-ot-D-glycosides from the corresponding methyl per-benzyl-tx-D-glycosides and allyl trimethylsilane or propargyl trimethylsilane in the presence of trimethylsilyl trifluoromethanesulfonate followed by addition of acetic anhydr