Dicyclohexylcarbodiimide → HCID 178427497, compound

Participants

Reaction Steps

2.48 g (7.9 mmol, 1 eq.) of N—(N-(6-hydroxyhexyl)carbamimidoyl)-4-methylbenzenesulfonamide and 2.67 g (7.9 mmol, 1 eq.) of Boc-L-glutamic acid 1-benzyl ester were dissolved under nitrogen in dry dichloromethane. 198.9 mg (1.58 mmol, 0.2 eq.) of DMAP and 1.810 g (8.7 mmol, 1.1 eq.) of DCC were added at room temperature. The reaction was stirred overnight and a white precipitate appeared. The precipitate was removed by filtration and the solvent evaporated to afford 5.99 g of a mixed yellow oil/solid compound. This compound was purified by flash chromatography over silica (eluant pure AcOEt; Rf=0.71) to afford 4.83 g of a slightly yellow oil (yield=97%).

Provenance & Evidence