Reaktion #169059

Reaktionsgleichung

aniline

Benzyl 2-(benzyloxy)-4-(4-cyclohexylbenzylamino)benzoate

carboxylic acid

2-(2,2,2-trifluoro-N-methylacetamido)acetic acid

→

45

Ausbeute 97.0%

benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(2,2,2-trifluoro-N-methylacetamido) acetamido)benzoate

Ausbeute 97.0%

Reaktionsbedingungen

Vorschrift

Secondary aniline 4 was coupled to carboxylic acid 44 on a 3.17 mmol scale via General Procedure B to furnish 45 (2.07 g, 97%): δH (400 MHz, CDCl3) 1.35-1.44 (m, 5H, [Cy] CH2), 1.71-1.90 (m, 6H, [Cy] CH2), 3.17 (s, 3H, CH3), 3.79 (s, 2H, CH2), 4.84 (s, 2H, CH2), 4.97 (s, 2H, CH2), 5.35 (s, 2H, CH2), 6.65 (s, 1H, CH), 6.78 (dd, J=8.4 and 1.6 Hz, 1H, CH), 7.10-7.19 (m, 4H, CH), 7.29-7.43 (m, 10H, CH), 7.86 (d, J=8.4 Hz, 1H, CH); δC (100 MHz, CDCl3) 25.8, 26.6, 34.2, 44.0, 51.2, 52.6, 66.7, 70.4, 77.2, 113.9, 115.0, 117.6, 119.8, 126.8, 126.9, 127.7, 128.0, 128.3, 128.3, 128.4, 128.6, 132.9, 133.6, 135.5, 135.6, 144.6, 147.5, 157.0, 158.4, 165.1, 165.4; LRMS (ES+) calcd for [C39H39F3N2O5+Na] 695.27. found 695.36.

Quelle