TABLE 7

Proton NMR chemical shifts of anacetrapib and metabolites

Chemical shifts measured at 600 MHz in CD₃CN-D₂O (10:1). Rotamers (atropisomers) are indicated by asterisks whenever resolved. Nonequivalent CH₂ protons are indicated by primes.

Position	Parent	M4	M6	M7	M8	M10	M12
	ppm
a	7.682	7.687	7.660	7.682	7.679	7.688	7.682
a*	7.697				7.647	7.641	7.645
b	7.350	7.423	7.406	7.389	7.449	7.451	7.441
b*	7.345	7.377	7.356	7.419	7.407	7.396	7.393
c	7.655	7.661	7.673	7.661	7.687	7.685	7.689
c*	7.657	7.639	7.638	7.686	7.641	7.636	7.638
d	6.786	6.965	6.810		6.975	7.025	6.972
d*	6.802	7.036	6.831		7.059	7.104	7.069
e	7.093	7.098	7.161	6.875	7.395	7.182	7.383
e*	7.086	7.093	7.131		7.363	7.166	7.353
f	7.783	7.788	7.796	7.790	7.807	7.793	7.811
f*		7.812	7.827	7.825	7.843	7.835	7.838
g	7.950	7.943	7.948	7.940	7.934	7.945	7.942
g*			7.960		7.942
h	5.442	5.459	5.502	5.504	5.552	5.444	5.542
h*	5.615	5.705	5.642	5.692	5.762	5.738	5.743
i	3.781	3.790	3.821	3.792	3.773	3.821	3.784
i*		3.927	3.907	3.824	3.997	3.988	3.993
j	4.589	4.710	4.561	4.737	4.790	4.718	4.756
j*	4.582	4.610	4.541	4.644	4.621	4.598	4.618
j′	4.117	4.208	4.133	4.183	4.210	4.229	4.182
j′*	3.923	4.080	4.040	4.092	4.105	4.123	4.110
K	0.431	0.414	0.450	0.476	0.428	0.428	0.430
k*	0.275	0.358	0.424	0.432		0.402	0.404
M	1.188	1.194	1.215	1.160	1.451	2.063	1.460
m*					1.417		1.486
N	1.124	1.164	4.020	3.575	3.663	5.206	1.524
n*			4.001		3.699	5.185	1.505
n′			3.569	3.526	3.579
n′*			3.582		3.588
O	3.129	3.124	3.324	3.142
P	3.699		3.707
gluc1		5.025	4.229	4.689	5.046	5.040	5.026
gluc1*		4.850		4.807	4.871	4.883	4.868