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. 2020 Dec 5;10(12):1640. doi: 10.3390/biom10121640

Scheme 1.

Scheme 1

Transformation of Tb to a Tg analog 12ADT (7). Reagents and conditions: (a) CrO3, HF, H2O, MeCN, 95 °C, 2.5 h; (b) octanoic acid, Mn(OAc)3 · 2H2O, 120 °C, 6 h; (c) Zn(BH4)2, Et2O, −20 °C, 3.5 h, followed by H2O; (d) 2,4,6-trichlorobenzoic (Z)-2-methylbut-2-enoic anhydride, NaHCO3, toluene, argon atmosphere, 90 °C, 18 h; (e) TEA, MeOH, 0→20 °C, 21 h, followed by KHSO4; (f) boc-12-aminododecanoic acid, EDC, 4-DMAP, DCM, argon atmosphere, 20 °C, 15 h; (g) TFA, DCM, H2O, 20 °C, 90 min. * Under the arrows, the scale of the starting material is specified in grey.