4-Methylmorpholine → HCID 15024522, compound

Participants

Reaction Conditions

Reaction Steps

A solution containing about 1.5 g of Boc-Tyr(OBn)-OH (5) in 10 ml of dry CH2Cl2 was treated at 0° C. with about 417 mg of DCC. The mixture was stirred at 0° C. for about 5 minutes and treated with a solution containing about 620 mg of Aib-OMe hydrochloride (6) and about 490 mg of NMM in 2 ml of dry DMF. After stirring at 22° C. for about 12 hours, the reaction mixture was extracted with a saturated aqueous solution of NH4Cl. The organic layer was dried over Na2SO4, evaporated to dryness, and the residue chromatographed on SiO2 (EtOAc/hexanes 3:7) to yield about 900 mg of compound 7.

Provenance & Evidence