1983
DOI: 10.1246/cl.1983.819
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Synthesis of Methyl Hexaacetyl-Tunicaminyl Uracil

Abstract: A C11-carbohydrate named tunicamine, which is a component of antibiotic tunicamycins, has been synthesized in a form of polyacetyl derivative. From the tunicamine derivative, a nucleoside moiety of the antibiotic designated as tunicaminyl uracil has been successfully synthesized.

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Cited by 42 publications
(10 citation statements)
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“…They are particularly versatile intermediates for the synthesis of nitroalkenes, 2-aminoalcohols and 2-nitro-ketones. They are also useful intermediates in the synthesis of valuable pharmaceuticals and pharmaceutical intermediates such as (S)-propanolol, 2 or (S)-(K)-pindolol, 3 antibiotics (e.g., ezomycin, 4 tunicamycin 5 ), natural products such as the sex pheromone of the Douglas Fir Tussock moth 6 or cyclopeptide alkaloids. 7 Moreover, 2-nitroalkanol derivatives are important as fungicides.…”
Section: Introductionmentioning
confidence: 99%
“…They are particularly versatile intermediates for the synthesis of nitroalkenes, 2-aminoalcohols and 2-nitro-ketones. They are also useful intermediates in the synthesis of valuable pharmaceuticals and pharmaceutical intermediates such as (S)-propanolol, 2 or (S)-(K)-pindolol, 3 antibiotics (e.g., ezomycin, 4 tunicamycin 5 ), natural products such as the sex pheromone of the Douglas Fir Tussock moth 6 or cyclopeptide alkaloids. 7 Moreover, 2-nitroalkanol derivatives are important as fungicides.…”
Section: Introductionmentioning
confidence: 99%
“…[9][10][11][12][13][14] Furthermore, β-amino alcohols are constituents of many active pharmaceutical ingredients [15][16][17][18][19] , e.g. The preparation of these target compounds in optically pure form has been the focus of much research and there has been an emergence of biocatalytic protocols in the past decade.…”
mentioning
confidence: 99%
“…The reaction products, namely nitroaldol compounds, are versatile intermediates to get access to nitroalkanes, 2-aminoalcohols and 2-nitroketones (1, 2). Furthermore, many biologically and pharmacologically active compounds are synthesised via such intermediates (3)(4)(5)(6)(7)(8) .…”
Section: Introductionmentioning
confidence: 99%