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. 2009 Aug 26;131(37):13255–13269. doi: 10.1021/ja809933h

Scheme 1. Synthesis of Bifunctional Linkers 2a and 2b.

Scheme 1

Reagents and conditions: (a) methyl adipoyl chloride, DIPEA, CH2Cl2, 86%; (b) 1,1′-carbonyldiimidazole, DMF, 88%; (c) 6-amino-N-(prop-2-ynyl)hexanamide, DIPEA, CH2Cl2, 64%; (d) 2 M NaOH(aq), THF, MeOH, 93%; (e) disuccinimidyl carbonate, pyridine, acetonitrile, 75%. Yields are those obtained for the DMNB derivatives.