Figure 5 | Scientific Reports

Figure 5

From: Investigation of 20S-hydroxyvitamin D3 analogs and their 1α-OH derivatives as potent vitamin D receptor agonists with anti-inflammatory activities

Figure 5

Synthesis of 20S(OH)D3 analog 33. Reagents and conditions: (a) NaIO4, NaH2PO4, H2O2, MeCN:THF (10:1), 0 °C - r.t., 2 h. (b) PyBOP, isopropylamine, pyridine, 0 °C - r.t., 12 h. (c) TBAF, THF, r.t., 12 h. (d) Ac2O, Et3N, DMAP, DCM, 12 h. (e) Dibromantin, AIBN, benzene: hexane (1:1), reflux 20 min; TBAB, THF, r.t., 75 min, then TBAF, r.t., 50 min. (f) CSA, MeOH:DCM (1:1), 0 °C - r.t., 12 h. (g) aq. K2CO3, MeOH, 12 h; HPLC. (h) UVB, Et2O, 15 min. (i) EtOH, reflux, 3 h. (j) HPLC, MeCN:H2O.

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