4 Experimental Data
43
2.1n Methyl 8-((N,4-dimethylphenyl)sulfonamido)-9-oxo-9-(pyrrolidin-1-yl)nonanoate
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:1) yielded the product
(55.8 mg, 64%) 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
), 4.64–4.58 (m, 1H
1
), 3.86–3.76 (m, 1H
6
), 3.66 (s, 3H
17
), 3.50–3.24
(m, 3H
6,9
), 2.91 (s, 3H
11
), 2.42 (s, 3H
29
), 2.28 (t, J = 7.6 Hz, 2H
13
), 2.01–1.91 (m,
2H
Alk
), 1.88–1.69 (m, 3H
Alk
), 1.63–1.52 (m, 2H
Alk
), 1.33–1.11 (m, 7H
Alk
) ppm;
13
C
NMR (175 MHz, CDCl3): δ = 174.2 (C
14
), 168.3 (C
2
), 143.5 (C
21
), 136.4 (C
26
),
129.6 (2CH
24,28
), 127.2 (2CH
25,27
), 56.9 (CH
1
), 51.5 (CH3
17
), 46.6 (CH2
6
), 45.9
(CH2
9
), 34.1 (CH2
Alk
), 30.3 (CH3
11
), 28.9 (CH2
Alk
), 28.2 (CH2
Alk
), 26.3 (CH2
Alk
),
26.0 (CH2
Alk
), 24.9 (CH2
Alk
), 24.2 (CH2
Alk
), 21.6 (CH3
27
) ppm; IR (neat):
=
2931, 2860, 1734, 1641, 1437, 1335, 1154, 1088, 815, 713, 652 cm
-1
; HRMS
(ESI): m/z calculated for [M+Na]
+
(C22H34N2O5SNa) 461.2081, found 461.2079.