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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

Author

William Denham Rhoads, University of the Pacific

Date of Award

1968

Document Type

Dissertation

Degree Name

Doctor of Philosophy (Ph.D.)

Department

Chemistry

First Advisor

Emerson G Cobb

First Committee Member

Paul Gross

Second Committee Member

Richard P Dodge

Third Committee Member

Earl C Riedem

Fourth Committee Member

Donald K Wedegaertner

Fifth Committee Member

Carl Widmer

Abstract

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.

Pages

60

Recommended Citation

Rhoads, William Denham. (1968). 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. University of the Pacific, Dissertation. https://scholarlycommons.pacific.edu/uop_etds/2832