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. 2014 Oct 21;10(1):129–137. doi: 10.1021/cb5006867

Scheme 2. Synthesis of Highly Functionalized H3K36me2-JHDM-Targeting Probe 6.

Scheme 2

Reagents and conditions: (a) N-hydroxysuccinimide 19 (1.0 equiv), DCC (1.3 equiv), DMF, 70–25 °C, 16 h, 71%; (b) 21 (0.91 equiv), DMF, 25 °C, 16 h, 96%; (c) TFA/DCM 1:1, 0 °C, 30 min, 25 °C 1 h 40 min, 85%. (d) 23 (1.5 equiv), MeOH, 25 °C, 3 h; then NaBH3CN (2.0 equiv), acetic acid (1.0 equiv), 25 °C, 16 h, 59%; (e) CH2O (2.0 equiv), MeOH, 25 °C, 30 min; then NaBH3CN (2.0 equiv), acetic acid (1.0 equiv), MeOH, 25 °C, 30 min; 96%.