Continuous flow synthesis of 6-monoamino-6-monodeoxy-β-cyclodextrin

Orosz, János Máté [Orosz, János Máté (gyógyszer-vegyész...), author] Department of Organic Chemistry and Technology (BUTE / FCTB); Oláh György Doctoral School (BUTE / DHC); Ujj, Dóra [Ujj, Dóra Viktória (Vegyészmérnök), author] Budapest University of Technology and Economics; Department of Organic Chemistry and Technology (BUTE / FCTB); Kasal, Petr; Benkovics, Gábor [Benkovics, Gábor (Kémia), author]; Bálint, Erika ✉ [Bálint, Erika (Szerves kémia), author] Department of Organic Chemistry and Technology (BUTE / FCTB)

English Article (Journal Article) Scientific
  • SJR Scopus - Organic Chemistry: Q2
Fundings:
  • Nemzeti Gyógyszerkutatási és Fejlesztési Laboratórium (PharmaLab)(RRF-2.3.1-21-2022-00015) Funder: NRDIO
  • Biológiailag aktív izatin- és xantén-származékok multikomponensű szintézise, a vegyületek ciklode...(FK142712) Funder: NR-DIO
The first continuous flow method was developed for the synthesis of 6-monoamino-6-monodeoxy-β-cyclodextrin starting from native β-cyclodextrin through three reaction steps, such as monotosylation, azidation and reduction. All reaction steps were studied separately and optimized under continuous flow conditions. After the optimization, the reaction steps were coupled in a semi-continuous flow system, since a solvent exchange had to be performed after the tosylation. However, the azidation and the reduction steps were compatible to be coupled in one flow system obtaining 6-monoamino-6-monodeoxy-β-cyclodextrin in a high yield. Our flow method developed is safer and faster than the batch approaches.
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2026-04-17 15:05