Isobutyraldehyde → HCID 22036909, compound

Participants

Reaction Steps

A solution of the product of Example 6 (130 mg), isobutyraldehyde (0.06 mL), and dibutyltin dichloride (3 mg) in THF (0.1 mL) was treated with phenylsilane (0.07 mL). After 16 h, the resulting mixture was chromatographed (0–8% 2M methanolic ammonia/DCM), giving the title compound as a waxy solid (57 mg). 1H NMR (400 MHz, CDCl3): 7.75 (t, J=1.2 Hz, 1H), 7.28 (d, J=9.0 Hz, 2H), 7.20 (t, J=1.2 Hz, 1H), 7.17 (t, J=1.2 Hz, 1H), 6.99 (d, J=9.0 Hz, 2H), 4.39–4.29 (m, 1H), 2.87–2.77 (br m, 1H), 2.57–2.48 (m, 1H), 2.40–2.30 (m, 2H), 2.08–1.99 (m, 2H), 1.94–1.82 (m, 5H), 1.75–1.64 (m, 2H), 1.61–1.61 (m, 2H), 1.47–1.37 (m, 2H).

Provenance & Evidence