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. 2014 Jul 9;86(16):8238–8244. doi: 10.1021/ac501624v

Scheme 2. Reagents and Conditions.

Scheme 2

(a) H2, Lindlar catalyst, EtOH, 4 h, quant. (b) Boc2O, TEA, THF, 12 h, 86%. (c) NaOMe, MeOH, 1 h, quant. (d) H+ resin, acetone, 12 h, 88%. (e) DMAP, pyridine, p-NO2C6H4OCOCl, 12 h, 80%. (f) 6-Azido-hex-1-amine, CH3CN, TEA, 3 h, 89%. (g) TFA, DCM. (h) 1,3-Bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea. HgCl2, TEA, DCM, 12 h, 84%. (i) Na-L-ascorbate, CuSO4, THF/H2O, 12 h. 78% for 11a; 80% for 11b. (j) NaOH, MeOH. 1 h. 70% for SC7; 79% for SC8. (k) H2, Lindlar catalyst, EtOH, 4 h. 76% for SC5; 72% for SC6.