2-Phenylethanol → HCID 68843385, compound

Participants

Reaction Steps

A solution of 5-(2-benzyloxy-4-hydroxyphenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (90 mg, 0.21 mmol), phenethyl alcohol (37.9 mg, 0.31 mmol), DIAD (0.0612 mL, 0.31 mmol), and triphenylphosphine (81.5 mg, 0.31 mmol) in (THF 5 mL) is stirred at RT for 18 h. The solvent is removed under reduced pressure and the residue chromatographed on a Biotage 40S column using a gradient of 80:20 to 60:40 hexane/EtOAc as eluent to afford the title compound: 1H NMR (CDCl3δ7.30 (m, 11H), 6.62 (d, J=2.8 Hz, 1H), 6.43 (dd, J=8.6, 2.8 Hz, 1H), 5.00 (s, 2H), 4.25 (s, 2H), 4.11 (t, J=7.1 Hz, 2H), 3.51 (m, 2H), 3.03 (t, J=7.1 Hz, 2H), 0.99 (m, 2H), 0.00 (s, 9H).

Provenance & Evidence