44
4 Experimental Data
2.1o N-(1,10-Dioxo-1-(pyrrolidin-1-yl)undecan-2-yl)-N,4-dimethylbenzene-sulfonamide
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:1) yielded the product
(60.0 mg, 69%) as a pale yellow liquid.
1
H NMR (400 MHz, CDCl3): δ = 7.63 (d, J = 8.3 Hz, 2H
24,28
), 7.28 (d, J =
8.3 Hz, 2H
25,27
), 4.62 (dd, J = 8.2, 6.2 Hz, 1H
1
), 3.85–3.77 (m, 1H
6
), 3.51–3.24
(m, 3H
6,9
), 2.91 (s, 3H
11
), 2.42 (s, 3H
29
), 2.40 (t, J = 7.4 Hz, 2H
13
), 2.13 (s, 3H
23
),
2.00–1.92 (m, 2H
Alk
), 1.88–1.79 (m, 2H
Alk
), 1.79–1.69 (m, 1H
Alk
), 1.60–1.48 (m,
2H
Alk
), 1.32–1.12 (m, 9H
Alk
) ppm;
13
C NMR (175 MHz, CDCl3): δ = 209.3 (C
35
),
168.4 (C
2
), 143.5 (C
21
), 136.4 (C
26
), 129.7 (2CH
24,28
), 127.3 (2CH
25,27
), 56.9
(CH
1
), 46.7(CH2
6
), 46.0 (CH2
9
), 43.8 (CH2
14
), 30.4 (CH3
11
), 30.0 (CH3
23
), 29.3
(CH2
Alk
), 29.2 (CH2
Alk
), 29.1 (CH2
Alk
), 28.3 (CH2
Alk
), 26.3 (CH2
Alk
), 26.2 (CH2
Alk
),
24.3 (CH2
Alk
), 23.9 (CH2
Alk
), 21.6 (CH3
29
) ppm; IR (neat):
= 2928, 2855, 1711,
1640, 1598, 1441, 1334, 1154, 1088, 911, 814, 730, 651 cm
-1
; HRMS (ESI): m/z
calculated for [M+Na]
+
(C23H36N2O4SNa) 459.2288, found 459.2289.