Cesium carbonate → Methyl(2S)-2-(tert-butoxy)-2-[(22S)-19-fluoro-4,5,22,28-tetramethyl-21,27-dioxa-1,7,34-triazahexacyclo[26.2.2.16,9.110,14.02,7.015,20]tetratriaconta-2,4,6(34),8,10(33),11,13,15(20),16,18-decaen-3-yl]acetate

Participants

Reaction Conditions

Reaction Steps

Methyl(2S)-2-[(22S)-5-bromo-19-fluoro-4,22,28-trimethyl-21,27-dioxa-1,7,34-triazahexacyclo[26.2.2.16,9.110,14.02,7.015,20]tetratriaconta-2,4,6(34),8,10(33),11,13,15(20),16,18-decaen-3-yl]-2-(tert-butoxy)acetate (0.070 g, 0.095 mmol, 1.0 equiv), Pd(OAc)2 (0.013 g, 0.057 mmol, 0.6 equiv), Sphos (0.047 g, 0.114 mmol, 1.2 equiv), methylboronic acid (0.057 g, 0.095 mmol, 10.0 equiv) and cesium carbonate (0.124 g, 0.380 mmol, 4.0 equiv) were mixed in DMF (1.73 mL) and water (0.17 mL). The solution was degassed for five minutes by N2. Then it was stirred at 80° C. for 2 hours. It was diluted by ethyl acetate (15 mL), washed by water, dried over MgSO4 and concentrated to afford the pure enough product for the next reaction. LCMS (ESI, M+1): 658.4.

Provenance & Evidence