Skip to main content
. 2016 Nov 23;60(1):180–201. doi: 10.1021/acs.jmedchem.6b01055

Scheme 2. Synthesis of Solubilizing Group Analogues.

Scheme 2

Reagents and conditions: (i) oxalyl chloride, DMF, 1,4-benzodioxane-6-carboxylic acid, DCM, then, 4-methyl-3-nitroaniline, pyridine, DCM, RT, then Pd/C (10%), H2 (1 atm), EtOH; (ii) NaH, RCH2OH, THF, 0 °C to reflux; (iii) n-BuLi, CO2(s), THF, −78 °C; (iv) HATU, DIPEA, DMF, RT.