2,2-Diphenylacetyl chloride → HCID 131722041, compound

Participants

Reaction Steps

Prepared according to the method described in Examples 2(b) and 2(c) above from (R)-N2 -(Boc)-N5 -(Cbz)-(R)-N-(1-phenylethyl)ornithine amide hydrochloride (5.9 g; 13 mmol; from step (a) above) EtOAc (30 mL) then HCl/EtOAc (100 mL), 3.5 hours reaction time for the deprotection, then CH2Cl2 (100 mL), diphenylacetyl chloride (2.9 g; 13 mmol) followed by pyridine (3.0 mL; 37 mmol; instead of DiPEA) over 1 min, overnight reaction time, diluted with CH2Cl2 (100 mL) for the work up procedure. The organic layer was partially concentrated at reduced pressure, upon which a precipitate formed, which was filtered to give 1.7 g (24%) of the sub-title compound as a solid.

Provenance & Evidence