tert-Butanol → 5-[(cyclopentylcarbonyl)amino]-2-[(2-naphthyloxy)methyl]-1-(4-oxo-4-{[(trifluoromethyl)sulfonyl]amino}butyl)-1H-indole-3-carboxylic Acid

Participants

Reaction Conditions

Reaction Steps

The product of Step 1, Example 53B (1 eq) was weighed into a flask along with NaH2PO4 (12 eq), t-butyl alcohol (0.12 M), water (0.12 M), 2-methyl-2-butene (50 eq) and to this mixture was added NaO2Cl (11.8 eq) at 25° C. Reaction mixture was then heated at 60° C., 3 h and left overnight at 25° C. Workup with ethyl acetate/water followed by chromatographic purification and triturations with CH2Cl2/hexane (1:1) afforded the desired product in 57% yield.

Provenance & Evidence