Potassium Iodide → HCID 69597625, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of [4-Benzyloxybenzenesulfonylamino]-acetic acid tert-butyl ester (compound of formula XV, 91 g, 240 mmol), cesium carbonate (86 g, 264 mmol) and dimethylformamide (240 ml) was added 4-bromopentene (39 g, 264 mmol) and potassium iodide (39 g). After stirring at about 23° C. for about 24 hours, the mixture was heated to about 55° C. After stirring for about 4 hours, the mixture was treated with additional 4-bromopentene (3.94 g, 26.4 mmol) and cesium carbonate (8.61 g, 26.4 mmol) and was stirred at about 65° C. for about 12 hours. The mixture was cooled to about 23° C., diluted with water and was extracted with ethyl acetate. The organic phase was washed 3 times with water, dried over sodium sulfate, filtered and concentrated in vacuo to afford 89 g of [(4-benzyloxy-benzenesulfonyl)-pent-4-enyl-amino]-acetic acid tert-butyl ester (compound of formula XVI) as a colorless syrup.

Provenance & Evidence