4 Experimental Data
37
2.1f N-Benzyl-4-methyl-N-(1-oxo-4-phenyl-1-(pyrrolidin-1-yl)butan-2-yl)benzenesulfonamide
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:2) yielded the product
(67.0 mg, 70%) as a pale yellow solid.
1
H NMR (400 MHz, CDCl3): δ = 7.62 (d, J = 8.1 Hz, 2H
28,24
), 7.44 (d, J =
7.1 Hz, 2H
Ar
), 7.32–7.14 (m, 8H
Ar
), 7.98–7.93 (m, 2H
Ar
), 4.87 (d, J = 16.1 Hz,
1H
11
), 4.26 (dd, J = 9.1, 4.8 Hz, 1H
1
), 4.33 (d, J = 16.1 Hz, 1H
11
), 3.55–3.46 (m,
1H
6
), 3.20–3.11 (m, 2H
6,9
), 2.68–2.59 (m, 1H
9
), 2.55–2.47 (m, 1H
13
), 2.43 (s,
3H
29
), 2.37–2.27 (m, 1H
13
), 2.24–2.13 (m, 1H
3
), 1.80–1.61 (m, 3H
7,8
), 1.53–1.42
(m, 1H
8
), 1.41–1.31 (m, 1H
8
) ppm;
13
C NMR (100 MHz, CDCl3): δ = 166.7 (C
2
),
143.7 (C
Ar
), 141.1 (C
Ar
), 137.9 (C
Ar
), 137.7 (C
Ar
), 129.8 (CH
Ar
), 128.7(CH
Ar
),
128.5 (CH
Ar
), 128.5 (CH
Ar
), 128.2 (CH
Ar
), 127.5 (CH
Ar
), 127.4 (CH
Ar
), 126.3
(CH
Ar
), 57.2 (CH
1
), 48.6 (CH2
11
), 46.1 (CH2
6
), 45.9 (CH2
9
), 32.7 (CH2
Alk
), 30.2
(CH2
Alk
), 26.2 (CH2
Alk
), 23.9 (CH2
Alk
), 21.7 (CH3
29
) ppm; IR (neat):
= 3061,
3027, 2948, 2874, 1642, 1599, 1494, 1435, 1335, 1156, 1093, 698, 654 cm
-1
;
HRMS (ESI): m/z calculated for [M+H]
+
(C28H33N2O3S) 477.2206, found
477.2201.