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Synthesis of C2-symmetric bis(cyclic isothioureas) as potent inhibitors of glycosidases

✍ Scribed by Laurence Gauzy; Yves Le Merrer; Jean-Claude Depezay; Dominique Damour-Barbalat; Serge Mignani

Book ID
104261376
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
210 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Enantiopure C2-symmetric bis(cyclic isothioureas), considered as potent inhibitors of glycosidases, have been synthesized from D-mannitol. The key step involved a mercuriccatalyzed transformation of a cyclic 1,3-thiazolidine-2-thione into a 2-N-tert-butylamino-1,3thiazoline.

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Synthesis of C2-symmetrical polyhydroxya
Synthesis of C2-symmetrical polyhydroxyazepanes as inhibitors of glycosidases
✍ Xinhua Qian; Francisco MorΓ­s-Varas; Chi-Huey Wong πŸ“‚ Article πŸ“… 1996 πŸ› Elsevier Science 🌐 English βš– 242 KB

Two C2-symmetrical bis-epoxides were prepared from/2-mannitol and were subjected to nucleophilic displacements with allylamine and benzylamine. Initial intermolecular epoxide opening, followed by a preferred intramolecular 7-endo-tetragol cyclization, afforded protected polyhydroxyazepanes as major