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A Short Route To Benzyl Beta-D-Glycosides Of 2-Amino-2-Deoxy-D-Glucose And -D-Allose And Elimination Of The 3-Sulfonate From Benzyl 4,6-O-Benzylidene-2-Benzyloxycarbonylamido-2-Deoxy-3-O-(Methylsulfonyl)- Beta-D-Glucopyranoside, William Denham Rhoads
University of the Pacific Theses and Dissertations
It is one purpose of this dissertation to introduce a facile method for the preparation of β glycosides of D-glucose and D-allose.
It is the second purpose of this dissertation to investigate the preparation of 2-oxazolidinones forming a bridge between C2 and C3 of allopyranose. This preparation, along with the facile preparation of β-benzyl glycosides of D-glucosamine and D-allosamine, should lead to compounds which, in a few steps, can conceivably be used for coupling at positions 1 and 4.
Cyclic Derivatives Of 2-Amino-2-Deoxy-D-Hexopyranoses, Kenji Miyai
Cyclic Derivatives Of 2-Amino-2-Deoxy-D-Hexopyranoses, Kenji Miyai
University of the Pacific Theses and Dissertations
The purpose of this investigation was to prepare heterocyclic derivatives, bridging C-2 and C-3 of 2-amino-2-deoxy-D-hexopyranoses, useful as blocking groups in the preparation of aminosugar oligosaccharides and polysaccharides. The work reported herein is concerned with oxazolidones of 2-amino-2-deoxy-D-hexopyranoses (Figure 1).)
There are no examples known, in which five or six-membered rings are fused in a trans-arrangement to five-membered furanose ring. However, although synthetic difficulties were observed, sic and five-membered rings were fused in a trans-arrangement to a sic-membered pyranose ring as pointed out before. In the case of our trans-diequatorially fused oxazolidones additional preparative difficulties were expected, because of the …