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
📜 SIMILAR VOLUMES
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