Diisopropylethylamine → HCID 49835495, compound

Participants

Reaction Steps

A fraction of the above aqueous solution (contains ˜15 mg of 2-(4-o-tolylpiperidin-4-yl)acetic acid, 0.064 mmol) was mixed with 2-adamantyl chloroformate (15 mg, 1.1 equiv). i-Pr2NEt (100 μL, excess) was added. Acetonitrile was added to make the mixture homogeneous. After stirring for 1 h at rt, the mixture was acidified and purified by prep HPLC to afford 2-(1-(2-adamantyloxycarbonyl)-4-o-tolylpiperidin-4-yl)acetic acid (4.4 mg). LC-MS Method 1 tR=2.13 min, m/z=412, 1H NMR (CDCl3) [selected resonances] 7.14 (m, 4H), 4.82 (s, 1H), 3.72 (br s, 2H), 2.78 (s, 2H), 2.52 (s, 3H), 2.46 (dt, 2H), 2.0 (m, 5H), 1.06 (d, 3H).

Provenance & Evidence