Sarcosine → 2-[(1-Cyclohexylcarbonyloxy-2-methylpropoxy)-N-methylcarbonylamino]acetic Acid

Beteiligte Stoffe

Reaktionsschritte

Following the general procedure for the synthesis of acyloxycarbamates, sarcosine (0.31 g, 3.50 mmol) and 1-(2,5-dioxoazolidinyloxycarbonyloxy)-2-methylpropyl cyclohexanecarboxylate (1.0 g, 2.92 mmol) were reacted in an acetonitrile/water mixture (20 mL) to provide 0.146 g (16% yield) of the title compound (47) as a white, waxy material after work-up and mass-guided preparative HPLC purification. 1H NMR (CDCl3, 400 MHz): δ=6.60 (t, 1H), 4.20-3.82 (m, 2H), 3.01 (d, 3H), 2.39 (m, 1H), 2.15 (m, 1H), 1.98 (br d, 2H), 1.80 (br d, 2H), 1.71 (br s, 1H), 1.53 (m, 2H), 1.32 (m, 3H), 1.01 (2d, 6H). MS (ESI) m/z 337.99 (M+Na)+; 314.02 (M−H)−.

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