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. 2019 May 29;10(6):972–977. doi: 10.1021/acsmedchemlett.9b00158

Scheme 1. Synthesis of Analogues 14, 16, 22, 28, and 29.

Scheme 1

Reagents and conditions: (a) HATU, i-PrNEt2, CH2Cl2 85%; HCl, 1,4-dioxane, RT or TFA, CH2Cl2, quant.; (b) for 14: MeCN, AcCl, NEt3, 89%; for 16: MeCN, MeOCOCl, i-PrNEt2, 64%; for 22: PhCH2CO2H, T3P, TEA, CH2Cl2, RT, 85%; (c) SFC, 30% i-PrOH in CO2, 120 bar: 28 (41%), 29 (41%).