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. 2017 Apr 5;18(4):768. doi: 10.3390/ijms18040768

Scheme 1.

Scheme 1

Synthesis of (S)-9 to (S)-14 and (R)-9. Reagents and conditions: (a) BOP, Et3N, DCM, room temperature (rt), 20 h, 64%; (b) 1,1,1-triethoxy ethane, AcOH, reflux, 3 h, >90%; (c) Cs2CO3, corresponding phenol, DMF, 90 °C, 18 h, 95%; (d) TFA/DCM, 1:2, rt, 2 h, quantitative; (e) corresponding alkylating agent, K2CO3, CH3CN, 70 °C. BOP, benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate; Et3N, triethylamine; DCM, dichloromethane; AcOH, acetic acid; DMF, N,N-dimethylformamide; TFA, trifluoroacetic acid; DCM, dichloromethane.