Synthesis & biological applications of glycosylated iminosugars Duivenvoorden, B.A.
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Next to decorating iminosugars by alkylation of its endocyclic nitrogen to gain better or more selective inhibitors, iminosugars can also be glycosylated to yield a new class
The water layer was extracted twice with DCM, the collected organic layers were dried over MgSO 4 and concentrated in vacuo. The water layer was extracted twice with DCM, the
After TLC analysis showed con- version towards lower running, ninhydrin positive spot, the reaction was coevaporated thrice with toluene and subsequently acetylated using an Ac
The mixture was allowed to warm to room temperature overnight after which the reaction mixture was cooled to 0 ◦ C and quenched with MeOH.. Subsequently the mixture was diluted
Subsequently, the reaction mixture was quenched with Et 3 N (0.2 mL), filtered and concentrated in vacuo.. mmol, 2 equiv) was added and the reaction was stirred overnight allowing
After TLC analysis showed com- plete deprotection of all acetyl groups, the mixture was neutralized using Amber- lite R H + till ∼ pH 7, filtered and con- centrated in vacuo.
This strategy was used for the synthesis of the prodrugs described in Chapter 4, where the chito- biose donor was first synthesized using two suitable protected glucosamine moi-
Hoofdstuk 4 behandelt het ontwerp en de synthese van mogelijke prodrugs voor de ziekte van Gaucher, waarbij chitobiose of 4’-deoxychitobiose wordt gebruikt als enzym sub- straat
