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Oxidation of 3-acetyl-5-methylthio-2-phenyl-2,3-dihydro-1,3,4-thiadiazole with m-chloroperbenzoic acid and nucleophilic substitution of the oxidation product, 3-acetyl-5-methylsulphinyl-2-phenyl-2,3-dihydro-1,3,4-thiadiazole. X-Ray molecular structure of (2S*)-3-acetyl-5-[(R*)-methylsulphinyl]-2-phenyl-2,3-dihydro-1,3,4-thiadiazole and of (1R*,2S*)-3-acetyl-5-[(S*)-methylsulphinyl]-2-phenyl-2,3-dihydro-1,3,4-thiadiazole 1-oxide

โœ Scribed by Kubota, Seiju; Toyooka, Kouhei; Shibuya, Masayuki; Taira, Zenei


Book ID
120832462
Publisher
Royal Society of Chemistry
Year
1986
Weight
811 KB
Category
Article
ISSN
1472-7781

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โœ Lรกszlรณ Somogyi ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 738 KB

The synthesis of D-and L-3-acetyl-2-[arabino-(tetra-acetoxybutyl)]-[( -)-and ( + )-4a, ( -)-4b] and 3-acetyl-2-[D-manno-(penta-acetoxypentyl)]-5-phenyl-2,3dihydro-1,3,4-oxadiazoles [( + )-4d] via cyclisation of the corresponding (O-acetylated) aldose benzoylhydrazones (2a,b,d) under acetylating cond