Sarcosine → HCID 131713406, compound

Participants

Reaction Steps

A mixture of N-[(1,1-dimethylethoxy)-carbonyl]-L-alanine (2.48 g., 13.1 mmole) and dry chloroform (20 ml.) at -20° under argon is treated with N-methylmorpholine (1.47 ml., 1.0 eq.) and isobutylchloroformate (1.8 ml., 1.0 eq.) and stirred for 20 minutes. N-Methylglycine, ethyl ester, hydrochloride (2.0 g., 1.0 eq.) and N-methyl morpholine (1.47 ml.) are added. After one hour, the ice-bath is removed and the reaction mixture is stirred for an additional 3 hours. The mixture is then partitioned between ethyl acetate/5% potassium bisulfate, and the organic phase is washed with 5% potassium bisulfate, saturated sodium bicarbonate, dried (Na2SO4), and evaporated to give 3.7 g. of crude N-[N-(1,1-dimethylethoxy)carbonyl]-L-alanyl]-N-methylglycine, ether ester as an oil. Tlc (ethyl acetate/hexane, 1:2) shows a major spot at Rf =0.22.

Provenance & Evidence