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. Author manuscript; available in PMC: 2018 Apr 12.
Published in final edited form as: ChemMedChem. 2016 Oct 12;11(21):2459–2465. doi: 10.1002/cmdc.201600408

Figure 2.

Figure 2

Synthesis of JD-20 9a and JD-21 9b. Reagents and Conditions: (a) triethylsilyl chloride, imidazole, DCM, 0°C, 95%; (b) (i) nBuLi, DIA or TMP, THF, −78° C (ii) DMF, 56–67%; (c) tert-butylchloroacetate, NaI, Cs2CO3, acetone, 60–65° C, 84–88%; (d) NaI, NaOH, NaOCl, MeOH, H2O, 87%; (e) MOMCl, TBAI, NaOH, DCM, H2O, 81%; (f) (i) iPrMgCl, THF, 0° C to RT (ii) 4, −78° C, 54–79%; (g) TFA, triethylsilane, DCM, 0° C to RT, 58–69%.