4 Experimental Data
47
2.1s
N,N-Dimethyl-2-((N-methyl-4-nitrophenyl)sulfonamido)-4-phenylbutanamide
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:5 – 1:2) yielded the product (60.4 mg, 74%) as a pale yellow liquid.
1
H NMR (400 MHz, CDCl3): δ = 8.31 (d, J = 9.0 Hz, 2H
25,27
), 7.81 (d, J =
9.0 Hz, 2H
24,28
), 7.36–7.30 (m, 2H
16,18
), 7.28–7.22 (m, 1H
17
), 7.16–7.10 (m,
2H
15,19
), 4.83 (apt, J = 7.5 Hz, 1H
1
) 3.01 (s, 3H
6
), 2.99 (s, 3H
6
), 2.86 (s, 3H
11
),
2.67–2.48 (m, 2H
13
), 2.17–2.07 (m, 1H
3
), 1.63–1.53 (m, 1H
3
) ppm;
13
C NMR
(100 MHz, CDCl3): δ = 169.3 (C
2
), 150.2 (C
26
), 144.7 (C
Ar
), 140.3 (C
Ar
), 128.8
(2CH
Ar
), 128.7 (2CH
Ar
), 128.5 (2CH
Ar
), 126.7 (CH
17
), 124.3 (2CH
Ar
), 54.4 (CH
1
),
37.3 (CH3
6
), 36.0 (CH3
9
), 32.1 (CH2
Alk
), 30.7 (CH3
Alk
), 30.5 (CH2
Alk
) ppm; IR
(neat):
= 3103, 3061, 3026, 2933, 2866, 1645, 1528, 1346, 1161, 932, 854,
736, 697, 606 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C19H23N3O5SNa)
428.1251, found 428.1248.
2.1t N-Methyl-4-nitro-N-(1-oxo-3-phenyl-1-(pyrrolidin-1-yl)propan-2-yl)benzenesulfonamide