Skip to main content
. 2020 Mar 13;25(6):1313. doi: 10.3390/molecules25061313

Scheme 4.

Scheme 4

Oxidation of 10 with; 1,3,5-trichloro-2,4,6-triazinetrione (trichloroisocyanuric acid, TCCA)/ (2,2,6,6-tetramethylpiperidi-1-yl)oxyl (TEMPO): preparation of Fmoc-l-Dap(Ts)-OCH3 (14) Experimental conditions: Step 1 (acydolysis), Trifluoroacetic acid (TFA)/Trifluoroethanol (TFE)/DCM, 15 min, r.t. (quantitative yield); Step 2 (oxidation), TCCA/TEMPO/NaBr/aq. NaHCO3/Acetone, 20 min. at 0 °C, then overnight, r.t.; Step 3 (methylation), 0.66 N CH2N2 in DCM, 15 min, r.t. (14, yields: 92% over 2 steps, and 68% referred to the initial amount of 1).