Iodoethane → methyl (2S)-2-[(3,4-difluorophenyl)sulfonyl-ethyl-amino]-3-hydroxy-propanoate

Participants

Reaction Conditions

Reaction Steps

A solution of 2G (2.85 g, 8.8 mmol) in DMF (20 mL) was added with an. K2CO3 (1.5 mol eq, 1.83 g) and, after few minutes, 2-iodoethane (1.2 mol eq, 1.09 mL) was added and the mixture heated at 50° C. for 12 h. The solvent was removed under reduced pressure, water was added to the residue (150 mL) and the aqueous phase extracted with EtOAc (3×60 mL). The recombined organic phases were dried over Na2SO4 and evaporated under reduced pressure to afford 3G as a pale yellow oil (2.8 g, 90% yield). 1HNMR (DMSO, 200 MHz) δ 1.15 (m, 3H), 1.98 (s, 3H), 3.08 (m, 2H), 4.04 (q, 2H, J=8), 4.58 (t, 1H), 5.15 (bm, 1H), 7.71 (m, 2H), 7.94 (m, 1H).

Provenance & Evidence