HCID 86614263, compound → HCID 68829890, compound

Participants

Reaction Steps

0.29 g of tert-butyl (3R)-3-({[(1R)-1-(4-chlorobenzyl)-2-(3-{cyclohexyl[(diethylamino)carbonyl]-amino}-8-azabicyclo[3.2.1]oct-8-yl)-2-oxoethyl]amino}-methyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate is placed in 1.1 ml of 4N hydrochloric acid in dioxane. The reaction medium is stirred at ambient temperature for 1 h. After hydrolysis with a 1N aqueous sodium hydroxide solution, extraction is carried out with dichloromethane until the aqueous phase is completely depleted. Drying over MgSO4 and concentration to dryness are carried out. The crude obtained is chromatographed on silica gel, elution being carried out with a 98/2 mixture of dichloromethane and methanol. 0.12 g of N-(8-{4-chloro-N-[(3R)-1,2,3,4-tetrahydroisoquinolin-3-ylmethyl]-D-phenylalanyl}-8-azabicyclo[3.2.1]oct-3-yl)-N-cyclohexyl-N′,N′-diethylurea is obtained.

Provenance & Evidence