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Prodrugs for colon-restricted delivery: Design, synthesis, and in vivo evaluation of colony stimulating factor 1 receptor (CSF1R) inhibitors

Fig 22

Chemical Synthesis of primary alcohol-linked cyclodextrin prodrugs.

Reagents and conditions: (a) Et3N, succinic anhydride, DMAP, DCM, rt, 71%; (b) α-cyclodextrin, EDCI, DMAP, rt, 22%, 68:32 mix of 16a:16b; (c) β-cyclodextrin, EDCI, DMAP, rt, 5.2% 17a only; (d) γ-cyclodextrin, EDCI, DMAP, rt, 14% 18, 17% 19.

Fig 22

doi: https://doi.org/10.1371/journal.pone.0203567.g022