4 Experimental Data
49
2.1v
N-Methyl-4-nitro-N-(1-oxo-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 = 2:3) yielded the product
(40.3 mg, 55%) as a pale yellow liquid.
1
H NMR (400 MHz, CDCl3): δ = 8.33 (d, J = 9.0 Hz, 2H
17,21
), 7.93 (d, J =
9.0 Hz, 2H
18,20
), 4.60 (t, J = 7.5 Hz, 1H
1
), 3.80–3.72 (m, 1H
6
), 3.51–3.33 (m,
2H
6,9
), 3.30–3.21 (m, 1H
9
), 3.02 (s, 3H
11
), 2.04–1.94 (m, 2H
7
), 1.91–1.76 (m,
3H
2x8,3
), 1.54–1.43z (m, 1H
3
), 0.90 (t, J = 7.3 Hz, 3H
13
) ppm;
13
C NMR (175 MHz,
CDCl3): δ = 168.3 (C
2
), 150.1 (C
19
), 145.1 (C
14
), 128.4 (2CH
17,21
), 124.3
(2CH
18,20
), 58.7 (CH
1
), 46.7 (CH2
6
), 46.0 (CH2
9
), 30.6 (CH3
11
), 26.4 (CH2
Alk
), 24.3
(CH2
Alk
), 22.3 (CH2
Alk
), 10.9 (CH3
13
) ppm; IR (neat):
= 3103, 2971, 2876,
1642, 1529, 1446, 1348, 1310, 1155, 1087, 739, 606 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C15H21N3O5SNa) 378.1094, found 378.1092.