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Preparation and properties of 2-deoxyglycosyl isothiocyanates

✍ Scribed by José Fuentes; M.Angeles Pradera; Inmaculada Robina


Book ID
104204056
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
683 KB
Volume
47
Category
Article
ISSN
0040-4020

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✦ Synopsis


The syntheses of 3,4,6-tri-O-acetyl-2-deoxy-a and S-D-arabino(D-1yxo)hexopyranosyl isothiocyanates (2, 3, 6, 7) and 4,6-di-O-acetyl-3-bromo-2,3-dideoxy-8_D-arabinohexopyranosyl isothiocyanate (5) are reported. Treatments of 2,3,6, and 7 with phenacylamine hydrochloride and of 2 with aminoacetone hydrochloride gave the corresponding N-phenacyl(acetylmethyl)-N'-(2-deoxyglycosyl)thioureas (8-12). The N-nucleoside analogues 5-methyl-l-(3',4',6'tri-O-acetyl-2 '-deoxy-a-D-arablnohexopyranosyl)-4-imida!zol~ne--2-throne (13) was obtained by cyclodehydration of the thiourea 12.

During recent years considerable attention has been directed to the syntheses of heterocyclic derivatives of sugars, such as nucleoside


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A Convenient Preparation of Isothiocyana
✍ Dr. R. Gottfried 📂 Article 📅 1966 🏛 John Wiley and Sons 🌐 English ⚖ 249 KB 👁 1 views

mixture with heptane, from which it is crystallized a t -80 "C. The yield was 27 % calculated on the total amount of starting material, and 54 "/, on the amount consumed. CzH5Cp2ZrCI is a crystalline, intensely yellow, diamagnetic compound [xg = -(0.44 & 0.04) x 10-6 E.M.U./g], which is decomposed