tert-Butyl acrylate → tert-Butyl 3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoate

Participants

Reaction Steps

(9-(3-(2-Hydroxyethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-isopropylthiazol-4-yl)methanone [Example 34a, step a] (13.2 g) was dissolved in acetonitrile (20 mL) and tert-butyl acrylate (8.13 g) added, followed by benzyltrimethylammonium hydroxide (40% in water, 3.93 mL). The mixture was stirred at ambient temperature for 3 hours. The volatiles were removed under reduced pressure and the residue purified by flash silica chromatography eluting with 5% methanol and 1% triethylamine in ethyl acetate to afford the subtitled compound Yield 13.2 g. m/z 586 (M+H)+ (APCI).

Provenance & Evidence