Acetic Acid → (R)-3-undecanoyloxytetradecanoic acid

Participants

Reaction Steps

A solution of the compound prepared in Example 1-(2) (2.5 g, 5.68 mmol) was treated with undecanoic acid (1.16 g, 6.25 mmol) and EDC MeI (2.08 g, 7.0 mmol) in CH2Cl2 (60 mL) and then deprotected as described in Example 1-(3) with zinc (9.3 g, 142 mmol) in AcOH (40 mL) to afford (R)-3-undecanoyloxytetradecanoic acid as a colorless oil: 1H NMR (CDCl3) δ 0.89 (t, 6 H, J=6.7 Hz), 1.0–1.75 (m, 44 H), 2.29 (m, 2 H), 2.61 (m, 2 H), 5.22 (m, 1 H).

Provenance & Evidence