新产品编号:764615

Chemical Name: N-[1(S)-[N-[2-(Benzyloxy)-1(R)-cyanoethyl]carbamoyl]-2-cyclohexylethyl]morpholine-4-carboxamide
CAS No. 290817-02-6
项目整合开发状态: Biological Testing
项目研究机构: Boehringer Ingelheim (Originator)
合成路线:Cyclohexylalanine benzyl ester (I) is acylated by 4-morpholinecarbonyl chloride (II) to furnish the urea derivative (III).The benzyl ester group of (III) is then removed by transfer hydrogenolysis,yielding N-(4-morpholinecarbonyl)-L-cyclohexylalanine (IV).

合成路线:N-Boc-O-Benzyl-L-serine (V) is treated with ammonium hydroxide and EDC/HOBt to afford the corresponding amide (VI).Subsequent acidic cleavage of the N-Boc group of (VI) provides O-benzyl-L-serinamide (VII).Then,coupling between cyclohexylalanine derivative (IV) and serinamide (VII) in the presence of EDC/HOBt furnishes the dipeptide derivative (VIII).Finally,dehydration of the terminal amide function of (VIII) by means of cyanuric chloride leads to the target nitrile.