(Ethylsulfonyl)ethene → HCID 58617364, compound

Participants

Reaction Steps

Compound B2 was synthesized in two steps from A1 following the previously described synthetic sequence for A3, substituting methyl vinyl sulfone for ethyl vinyl sulfone in the first step. 1H NMR: a mixture of cis/trans amide rotamers in ca. 2.0:1 ratio (400 MHz; CDCl3; T=298 K) δmajor 8.98 (dd, J=4.46, 1.78 Hz, 1H), 8.62 (dd, 7.69, 1.78 Hz, 1H), 7.66 (dd, J=9.71, 3.33 Hz, 1H), 7.10-7.46 (m, 7H), 5.14 (q, J=7.26 Hz, 1H), 4.41 (q, J=7.94 Hz, 2H), 3.64-4.24 (m, 5H), 3.10 (s, 3H), 2.47 (m, 1H), 1.46 (d, J=7.2 Hz, 3H) and δminor 9.06 (m, 1H), 8.63 (obscured dd, J=7.28, 1.63 Hz, 1H), 5.01 (q, J=6.64 Hz, 1H), 2.83 (s, 3H), 1.58 (d, J=6.71 Hz, 3H) ppm. MS (ESI+) 675 [M+H]+.

Provenance & Evidence