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. Author manuscript; available in PMC: 2021 Jul 30.
Published in final edited form as: Bioconjug Chem. 2020 Sep 30;31(10):2288–2292. doi: 10.1021/acs.bioconjchem.0c00453

Figure 2.

Figure 2.

Synthesis of boronate—sNHS and nopoldiol—NIR. Reagents and conditions: (A) 6 was synthesized over seven steps from 5 (see Supporting Information (SI)). (i) sulfoNHS (0.9 equiv), DCC (1 equiv) dry DMF (1 mL), rt, 18 h, 83%. (B) 9 was synthesized over two steps from 8 (see SI). (i) N2H4·H2O (20 equiv) CHCl3 (1.0 mL) reflux, 75 min. (ii) NIR-797 isothiocyanate (1 equiv), NEt3 (1.2 equiv), DMF/DCM/MeOH (5:5:1), rt, 16 h, 38%.