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" Synthetic aspects of aminodeoxy sugars of antibiotics. "
Istvan F Pelyvas
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BL
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| Record Number
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753202
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b573163
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| Main Entry
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Istvan F Pelyvas
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| Title & Author
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Synthetic aspects of aminodeoxy sugars of antibiotics.\ Istvan F Pelyvas
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| Publication Statement
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[Place of publication not identified] : Springer-Verlag Berlin An, 2012
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| ISBN
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3642733999
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: 9783642733994
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| Contents
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1. Introduction.- 2. Synthesis of 3-Amino-2,3,6-Trideoxyhexoses from Carbohydrates.- 2.1 Synthesis of 2-deoxyhexose derivatives.- 2.1.1 Preparation of 2-deoxyhexopyranosides from glycals and glycal esters.- 2.1.2 Synthesis of 2-deoxyhexose analogs from oxirane and sulfonate ester derivatives.- 2.1.3 Synthesis of 2-deoxyhexose derivatives by means of the chain-elongation of pentoses.- 2.1.4 Cleavage of the 2-phenyl-l,3-dioxolane-type acetal function of hexose derivatives.- 2.1.5 Miscellaneous methods.- 2.2 Introduction of the C-3 amino function into mono- and dideoxyhexose derivatives.- 2.2.1 Displacement reactions of sulfonate esters and halogeno derivatives with nitrogen nucleophiles.- 2.2.2 Ring opening of anhydro- and epiminohexopyranosides with nitrogen nucleophiles.- 2.2.3 Reduction of 3-oximino-2,3-dideoxyhexopyranosides.- 2.2.4 Synthesis and transformation of 3-deoxy-3-nitrohexopyranosides into 3-amino-3-deoxyhexose derivatives.- 2.2.5 Preparation of 3-amino-3-deoxyhexoses from hex-2-enopyranoside (pseudoglycal) derivatives.- 2.2.6 Synthesis of 3-amino-3-deoxyhexose derivatives by means of the allylic azide rearrangement reaction.- 2.2.7 Miscellaneous methods.- 2.3 Simultaneous generation of the C-3 amino and C-2 deoxy functions.- 2.4 2-Halogeno analogs of 3-amino-3-deoxy-hexopyranosides.- 2.4.1 Syntheses via 2,3-epiminohexopyranoside intermediates.- 2.4.2 Syntheses from 2-hydroxy- and 2-O-sulfonyl derivatives.- 2.4.3 Simultaneous introduction of the 3-amino- and 2-halogeno substituents.- 2.5 Methodologies for the preparation of 3-C-methyl branched-chain 3-amino- and 3-nitrosugars of antibiotic substances.- 2.5.1 Cyclization of dialdehyde derivatives with nitroethane.- 2.5.2 Cyanomesylation of hexopyranosid-3-ulose derivatives.- 2.5.3 The spirooxirane route to 3-C-methyl-branched amino- and nitrosugars.- 2.5.4 Addition of iodine azide to C-3 methylene sugars.- 2.5.5 Introduction of the
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| LC Classification
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RS431.A58I888 2012
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Istvan F Pelyvas
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