36
4 Experimental Data
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:2) yielded the product
(57.2 mg, 69%) as a white solid.
1
H NMR (400 MHz, CDCl3): δ = 8.29 (d, J = 8.8 Hz, 2H
25,27
), 7.99 (d, J =
8.8 Hz, 2H
24,28
), 7.33–7.16 (m, 5H
Ar
), 5.86 (bs, 1H
N
), 3.94 (bs, 1H
1
), 3.20–3.11
(m, 1H
6
), 2.99–2.88 (m, 3H
6,9
), 2.87–2.68 (m, 2H
13
), 1.94–1.58 (m, 6H
Alk
) ppm;
13
C NMR (100 MHz, CDCl3): δ = 168.5 (C
2
), 150.2 (C
Ar
), 145.8 (C
Ar
), 140.5
(C
Ar
), 128.8 (CH
Ar
), 128.7 (CH
Ar
), 126.6 (2CH
17
), 124.1 (2CH
Ar
), 54.1 (CH
1
), 46.1
(CH2
6
), 45.9 (CH2
9
), 35.1 (CH2
Alk
), 31.3 (CH2
Alk
), 26.0 (CH2
Alk
), 24.0 (CH2
Alk
)
ppm; IR (neat):
= 3104, 2952, 2876, 1629, 1528, 1451, 1348, 1164, 1091, 855,
613 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C20H23N3O5SNa) 440.1251,
found 440.1251.
2.1e
N-Isopropyl-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 = 1:3) yielded the product
(54.6 mg, 64%) as a pale yellow solid.
1
H NMR (400 MHz, CDCl3): δ = 7.60 (d, J = 7.8 Hz, 2H
24,28
), 7.31–7.17 (m,
5H
Ar
), 7.04 (d, J = 7.8 Hz, 2H
25,27
), 4.40 (dd, J = 10.3, 4.1 Hz, 1H
1
), 4.15–4.05 (m,
1H
11
), 3.72–3.64 (m, 1H
6
), 3.56–3.38 (m, 2H
9
), 3.24–3.16 (m, 1H
6
), 2.65–2.56 (m,
1H
Alk
), 2.42 (s, 3H
29
), 2.41–2.24 (m, 2H
Alk
), 1.94–1.78 (m, 4H
Alk
), 1.52–1.42 (m,
1H
Alk
), 1.33 (d, J = 6.9 Hz, 6H
23,30
) ppm;
13
C NMR (100 MHz, CDCl3): δ = 167.5
(C
2
), 143.1 (C
Ar
), 141.0 (C
Ar
), 139.6 (C
Ar
), 129.6 (2CH
Ar
), 128.7 (2CH
Ar
), 128.6
(2CH
Ar
), 127.6 (2CH
Ar
), 126.4 (CH
17
), 57.7 (CH
1
), 50.4 (CH
11
), 46.5 (CH2
6
), 46.4
(CH2
9
), 32.7 (CH2
Alk
), 31.2 (CH2
Alk
), 26.4 (CH2
Alk
), 24.2 (CH2
Alk
), 23.3 (CH3
23
),
22.4 (CH3
30
), 21.6 (CH3
29
) ppm; IR (neat):
= 3026, 2970, 2873, 1637, 1599,
1439, 1328, 1151, 1085, 965, 936, 815, 698, 597 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C24H32N2O3SNa) 451.2026, found 451.2022.
4 Experimental Data
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:2) yielded the product
(57.2 mg, 69%) as a white solid.
1
H NMR (400 MHz, CDCl3): δ = 8.29 (d, J = 8.8 Hz, 2H
25,27
), 7.99 (d, J =
8.8 Hz, 2H
24,28
), 7.33–7.16 (m, 5H
Ar
), 5.86 (bs, 1H
N
), 3.94 (bs, 1H
1
), 3.20–3.11
(m, 1H
6
), 2.99–2.88 (m, 3H
6,9
), 2.87–2.68 (m, 2H
13
), 1.94–1.58 (m, 6H
Alk
) ppm;
13
C NMR (100 MHz, CDCl3): δ = 168.5 (C
2
), 150.2 (C
Ar
), 145.8 (C
Ar
), 140.5
(C
Ar
), 128.8 (CH
Ar
), 128.7 (CH
Ar
), 126.6 (2CH
17
), 124.1 (2CH
Ar
), 54.1 (CH
1
), 46.1
(CH2
6
), 45.9 (CH2
9
), 35.1 (CH2
Alk
), 31.3 (CH2
Alk
), 26.0 (CH2
Alk
), 24.0 (CH2
Alk
)
ppm; IR (neat):
= 3104, 2952, 2876, 1629, 1528, 1451, 1348, 1164, 1091, 855,
613 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C20H23N3O5SNa) 440.1251,
found 440.1251.
2.1e
N-Isopropyl-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 = 1:3) yielded the product
(54.6 mg, 64%) as a pale yellow solid.
1
H NMR (400 MHz, CDCl3): δ = 7.60 (d, J = 7.8 Hz, 2H
24,28
), 7.31–7.17 (m,
5H
Ar
), 7.04 (d, J = 7.8 Hz, 2H
25,27
), 4.40 (dd, J = 10.3, 4.1 Hz, 1H
1
), 4.15–4.05 (m,
1H
11
), 3.72–3.64 (m, 1H
6
), 3.56–3.38 (m, 2H
9
), 3.24–3.16 (m, 1H
6
), 2.65–2.56 (m,
1H
Alk
), 2.42 (s, 3H
29
), 2.41–2.24 (m, 2H
Alk
), 1.94–1.78 (m, 4H
Alk
), 1.52–1.42 (m,
1H
Alk
), 1.33 (d, J = 6.9 Hz, 6H
23,30
) ppm;
13
C NMR (100 MHz, CDCl3): δ = 167.5
(C
2
), 143.1 (C
Ar
), 141.0 (C
Ar
), 139.6 (C
Ar
), 129.6 (2CH
Ar
), 128.7 (2CH
Ar
), 128.6
(2CH
Ar
), 127.6 (2CH
Ar
), 126.4 (CH
17
), 57.7 (CH
1
), 50.4 (CH
11
), 46.5 (CH2
6
), 46.4
(CH2
9
), 32.7 (CH2
Alk
), 31.2 (CH2
Alk
), 26.4 (CH2
Alk
), 24.2 (CH2
Alk
), 23.3 (CH3
23
),
22.4 (CH3
30
), 21.6 (CH3
29
) ppm; IR (neat):
= 3026, 2970, 2873, 1637, 1599,
1439, 1328, 1151, 1085, 965, 936, 815, 698, 597 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C24H32N2O3SNa) 451.2026, found 451.2022.