N-Isopropylaniline → 3-((alphaR)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-isopropyl-N-phenylbenzamide

Participants

Reaction Steps

N-Isopropylaniline was then coupled with 3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)-benzyl)benzoyl chloride, deprotected and purified by the methods described in Example 10 to give 3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-isopropyl-N-phenylbenzamide as an off-white solid. NMR (200 MHz, DMSO-d6): δ0.92 (d, J=6.1 Hz, 3H); 0.99 (d, J=5.9 Hz, 3H); 1.11 (d, J=6.9 Hz, 6H); 1.70 (dd, J1 =7.2 Hz, J2 =11.1 Hz, 1H); 2.07 (dd, J1 =7,6 Hz, J2 =10.6 Hz, 1H); 2.33 (br d, J=9.9 Hz, 1H); 2.42-2.54 (m, 2H); 2.68 (br d, J=10.4 Hz, 1H); 2.85 (dd, J1 =6.5 Hz, J2 =13.9 Hz, 1H); 3.16 (dd, J1 =4.9 Hz, J2 =14.1 Hz, 1H); 4.75 (s, 1H); 4.85 (m, 1H); 5.10 (d, J=10.2 Hz, 1H); 5.18 (d, J=16.8 Hz, 1H); 5.70-5.84 (m, 1H); 6.50 (d, J=7.1 Hz, 1H); 6.59 (s, 1H); 6.65 (d, J=8.2 Hz, 1H); 7.03-7.32 (m, 10H); 9.33 (s, 1H).

Provenance & Evidence