Dichloromethane → HCID 131722109, compound

Participants

Reaction Steps

(R)-N5 -[Methylthio(iminomethyl)]-N2 -(diphenylacetyl)-(R)-N-[1-(4-methoxyphenyl)ethyl]ornithine amide hydroiodide (1.38 g; 2.09 mmol; from step (c) above), CH2Cl2 (100 mL), Cbz-Cl (0.75 mL; 5.22 mmol), water (100 mL) and K2CO3 (1.16 g; 8.36 mmol) were combined and stirred for 18 h at room temperature. The organic layer was separated and washed with KHSO4 solution (twice), NaHCO3 solution (twice) and brine (twice), dried over Na2SO4 and concentrated in vacuo. The residue was chromatographed on silica column eluting with hexanes:EtOAc (3:1). Fractions containing the desired product were combined and concentrated in vacuo to afford 0.65 g (39%) of the sub-title compound. The material was used without farther characterization.

Provenance & Evidence