Novel synthesis of 1-(1, 2, 3, 5, 6, 7-hexahydro-s-indacen-4-yl)-3-[4-(1-hydroxy-1-methyl-ethyl)-furan-2-sulfonyl] urea, an anti-inflammatory agent

FJ Urban, V John Jasys, JW Raggon…

Index: Urban, Frank J.; Jasys, V. John; Raggon, Jeffrey W.; Buzon, Richard A.; Hill, Paul D.; Eggler, James F.; Weaver, John D. Synthetic Communications, 2003 , vol. 33, # 12 p. 2029 - 2043

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Citation Number: 10

Abstract

Abstract A novel synthesis of the anti-inflammatory agent 1-(1, 2, 3, 5, 6, 7-hexahydro-s- indacen-4-yl)-3-[4-(1-hydroxy-1-methyl-ethyl)-furan-2-sulfonyl] urea 1 is described. Sulfonamide 5 was prepared starting from ethyl 3-furoate 2. Key steps were a one-pot sulfonylation with chlorosulfonic acid in methylene chloride followed by pyridinium salt formation and reaction with phosphorus pentachloride to provide ethyl 2-(chlorosulfonyl)-4 ...