Reaktion #169050

Reaktionsgleichung

Aryl halide

Benzyl 2-(benzyloxy)-4-(N-(4-bromobenzyl)-2-(N,4-dimethylphenylsulfonamido) acetamido)benzoate

3-cyanophenylboronic acid

→

29

benzyl 2-(benzyloxy)-4-(N((3′-cyanobiphenyl-4-yl)methyl)-2-(N,4-dimethylphenyl-sulfon-amido)acetamido)benzoate

Reaktionsbedingungen

Vorschrift

Aryl halide 9 was coupled to 3-cyanophenylboronic acid to give 29 on a 0.1 mmol scale via General Procedure H (58 mg, 60%): δH (400 MHz, CDCl3) 2.33 (s, 3H, CH3), 2.76 (s, 3H, CH3), 3.62 (s, 2H, CH2), 4.78 (s, 2H, CH2), 4.97 (s, 2H, CH2), 5.28 (s, 2H, CH2), 6.60-6.62 (m, 2H, CH), 7.14-7.28 (m, 12H, CH), 7.25-7.28 (m, 2H, CH), 7.38 (d, J=8.0 Hz, 2H, CH), 7.44-7.49 (m, 1H, CH), 7.54-7.57 (m, 3H, CH), 7.71 (dt, J=7.6 and 1.2 Hz, 1H, CH), 7.76 (s, 1H, CH), 7.78 (s, 1H, CH); δC (100 MHz, CDCl3) 21.4, 36.0, 51.4, 52.7, 67.0, 70.7, 112.9, 114.0, 118.6, 120.0, 120.9, 127.0, 127.1, 127.4, 128.0, 128.2, 128.2, 128.5, 128.6, 128.7, 129.5, 129.5, 129.6, 130.5, 130.8, 131.2, 133.1, 135.6, 135.7, 136.8, 138.2, 141.7, 143.3, 158.8, 165.2, 167.1, 167.7; LRMS (ES+) calcd for [C45H39N3O6S+H] 750.26. found 750.26.

Quelle