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13C NMR (100 MHz, CDCl3): d = 12.2, 17.1, 20.4, 21.2,
22.1, 30.2, 33.5, 47.8, 47.9, 53.7, 55.4, 59.1, 63.1, 68.1,
120.5, 127.5, 127.9, 128.4, 129.1, 139.4, 141.7, 144.1,
153.3, 153.6, 173.2. ESI–MS: calcd for C31H39N5O6S:
609.7; found: 610.8 [M?H].
144.1,154.4, 155.2, 157.3, 172.9. HRMS: m/z calcd for
C40H45N9NaO8: 802.3289; found: 802.3299 [M?Na].
10a: Gummy solid, 1H NMR (300 MHz, CDCl3):
d = 0.96 (6H, d, J = 4.1 Hz), 1.30 (3H, d, J = 3.5 Hz),
1.53 (1H, m), 2.89 (2H, d, J = 3.6 Hz), 3.64 (3H, s), 3.78
(1H, m), 3.96–4.09 (3H, m), 4.68–4.94 (4H, m), 5.17 (2H,
s), 5.69–6.01 (3H, br), 7.22–7.54 (14H, m). 13C NMR
(100 MHz, CDCl3): d = 18.1, 18.9, 32.1, 39.6, 47.62,
48.9, 49.3, 52.4, 55.1, 58.8, 59.8, 67.7, 119.7, 126.2, 126.8,
127.4, 128.2, 128.5, 128.5, 129.1, 139.6, 140.2, 142.4,
143.2, 156.4, 156.7, 170.0, 174.2. HRMS: m/z calcd for
C37H42N6NaO7: 705.3013; found: 705.3028 [M?Na].
10b: Gummy solid, 1H NMR (300 MHz, CDCl3):
d = 0.92 (6H, d, J = 4.6 Hz), 1.21 (2H, m), 1.56 (1H, m),
1.87 (3H, s), 1.92–2.31 (4H, m), 3.52 (3H, s), 3.92–3.99
(2H, m), 4.23 (2H, d, J = 4.2 Hz), 5.01 (2H, s), 5.30–5.51
(4H, m), 5.60–5.91 (3H, br), 6.92–7.13 (6H, m). 13C NMR
(100 MHz, CDCl3): d = 18.2, 20.3, 22.0, 32.7, 33.1, 38.2,
42.4, 44.1, 50.7, 51.6, 58.2, 61.7, 66.7, 118.9, 125.4, 126.3,
127.2, 139.2, 140.3, 154.1, 155.3, 170.3, 172.2. IR (KBr):
5h: Solid, mp. 135°C, 1H NMR (300 MHz, CDCl3):
d = 0.96 (6H, d, J = 4.2 Hz), 1.29 (2H, m), 1.34 (3H, d,
J = 3.1 Hz), 1.56 (1H, m), 3.61 (3H, s), 3.90–4.22 (4H,
m), 4.43–4.59 (3H, m), 4.94 (2H, s), 5.26 (1H, br), 6.22
(1H, br), 7.24–7.76 (9H, m), 13C NMR (100 MHz, CDCl3):
d = 17.1, 20.4, 21.2, 22.1, 47.6, 47.8, 53.7, 55.4, 59.1,
63.1, 68.5, 119.6, 126, 127.4, 127.7, 129.5, 140.3, 141.7,
142.5, 155, 155.6, 174.3. HRMS: m/z calcd for
C29H35N5NaO6: 572.2485; found: 572.2499 [M?Na].
5i: White solid, mp. 162°C, 1H NMR (300 MHz,
CDCl3): d = 0.95 (6H, d, J = 4.5 Hz), 1.29 (3H, d,
J = 3.9 Hz), 1.55 (1H, m), 3.61 (3H, s), 3.91–4.26 (4H,
m), 4.51 (3H, m), 5.01 (2H, s), 5.20 (1H, br), 6.20 (1H, br),
7.29–7.68 (9H, m). 13C NMR (100 MHz, CDCl3):
d = 18.1, 32.6, 47.3, 49.1, 53.3, 55.4, 56.6, 59.8, 68.5,
120.1, 126.4, 126.9, 127.3, 129.4, 139.8, 140.6, 142.1,
156.3, 156.8, 173.4. HRMS: m/z calcd for C28H33N5NaO6:
558.2329; found: 558.2338 [M?Na].
2952, 1738, 1690 cm-1
.
HRMS: m/z calcd for
C26H38N6NaO7S: 601.2420; found: 601.2431 [M?Na].
10c: Gummy solid, 1H NMR (300 MHz, CDCl3):
d = 1.29 (3H, d, J = 3.9 Hz), 1.90–2.29 (7H, m), 3.61
(3H, s), 4.06–4.20 (4H, m), 4.29–4.34 (3H, m), 4.71 (1H,
m), 5.29 (2H, s), 5.54–5.62 (br, 3H), 7.11–7.34 (14H, m).
13C NMR (100 MHz, CDCl3): d = 20.2, 21.6, 32.4, 33.6,
47.5, 51.2, 51.6, 54.2, 56.1, 57.7, 59.9, 68.1, 119.9, 126.4,
126.8, 127.2, 128.1, 128.4, 129.6, 129.8, 139.4, 140.1,
142.4, 142.6, 155.3, 155.6, 171.1, 174.3. HRMS: m/z calcd
for C36H40N6NaO7S: 723.2577; found: 723.2593 [M?Na].
12a: Gum; 1H NMR (300 MHz, CDCl3): d = 1.20 (3H,
d, J = 5.2 Hz), 1.92 (12H, s), 3.77 (1H, m), 3.83 (2H, d,
J = 3.8 Hz), 4.21–4.40 (3H, m), 4.55 (2H, d, J = 4.5 Hz),
4.82 (2H, s), 4.91–5.25 (3H, m), 5.66 (2H, m), 6.52 (2H,
br), 7.35–7.81 (9H, m). 13C NMR (100 MHz, CDCl3):
d = 18.9, 20.7, 21.1, 21.2, 44.1, 46.3, 59.1, 62.3, 62.8,
66.8, 68.8, 73.5, 73.8, 77.6, 81.1, 120.1, 126.7, 127.5,
128.2, 128.5, 141.2, 141.8, 143.5, 156.0, 156.7, 170.2. IR:
2970, 1763, 1750, 1731, 1717, 1530 cm-1. HRMS: m/z
calcd for C36H41N5NaO13: 774.2599; found: 774.2680
[M?Na].
12b: 1H NMR (300 MHz, CDCl3): d = 0.96 (6H, d,
J = 4.5 Hz), 2.11 (12H, s), 2.21 (1H, m), 3.52 (1H, m),
4.13 (2H, d, J = 5.0 Hz), 4.32 (2H, d), 4.62–4.81 (4H, m),
5.12 (2H, s), 5.23 (2H, s), 5.42 (1H, m), 6.21 (2H, br),
7.12–7.54 (6H, m). 13C NMR (100 MHz, CDCl3):
d = 18.3, 20.2, 20.3, 32.5, 50.1, 57.2, 61.2, 64.1, 66.7,
68.6, 72.2, 73.4, 77.2, 80.6, 121.5, 127.8, 128.7, 130, 140.3,
142.4, 157.2, 157.4, 171.3. HRMS: m/z calcd for
C31H41N5NaO13: 714.2599; found: 714.2589 [M?Na].
12c: Gum; 1H NMR (300 MHz, CDCl3): d = 2.88 (2H,
d, J = 4.2 Hz), 3.80 (1H, m), 3.82–3.86 (2H, m),
7a: Gum, 1H NMR (300 MHz, CDCl3): d = 0.90 (6H, d,
J = 4.8 Hz), 1.12 (2H, m), 1.56 (1H, m), 1.37 (3H, d,
J = 6.1 Hz), 2.86 (2H, d, J = 4.7 Hz), 3.68 (3H, s),
4.13–4.17 (3H, m), 4.27–4.33 (4H, m), 4.51 (3H, m), 5.06
(2H, s), 5.17 (2H, s), 5.37–5.78 (3H, br), 7.22–7.74 (15H,
m). 13C NMR (100 MHz, CDCl3): d = 17.6, 20.6, 20.8,
21.6, 22.7, 24.6, 37.8, 41.2, 47.1, 52.0, 52.2, 58.1, 62.2, 66.6,
69.0, 119.9, 124.8, 125.0, 126.9, 127.0, 127.7, 128.4, 128.5,
128.7, 129.2, 130.1, 136.6, 141.2, 143.1, 153.7, 155.3,
155.8, 173.6. IR (KBr): 2964, 1741, 1698, 1520 cm-1
.
HRMS: m/z calcd for C42H49N9NaO8: 830.3602; found:
830.3615 [M?Na].
7b: Gum, 1H NMR (300 MHz, CDCl3): d = 0.99 (6H, d,
J = 4.7 Hz), 1.66–2.52 (11H, m), 3.62 (3H, s), 3.91–4.05
(3H, m), 4.11–4.24 (3H, m), 4.30–4.34 (4H, m), 4.97 (2H, s),
5.16 (2H, s), 5.29 (1H, br), 5.46–5.71 (2H, br), 7.24–7.77
(10H, m). 13C NMR (100 MHz, CDCl3): d = 17.6, 18.6,
22.1, 32.1, 32.6, 42.0, 48.0, 48.2, 52.5, 56.4, 56.6, 58.5, 59.1,
60.4, 60.7, 69.2, 121.7, 122.6, 126.1, 126.7, 128.1, 128.9,
139.4, 141.4, 142.4, 143.4, 153.8, 155.6, 156.7, 171.3;
HRMS: m/z calcd for C37H47N9NaO8S: 800.3166; found:
800.3174 [M?Na].
7c: Gum, 1HNMR (300 MHz, CDCl3): d = 0.99 (6H, d,
J = 3.9 Hz), 1.31 (2H, m), 1.54 (1H, m), 3.69 (3H, s),
3.89–4.12 (3H, m), 4.20–4.32 (4H, m), 4.50 (3H, m), 5.09
(2H, s), 5.21 (2H, s), 5.42 (1H, m), 5.63–6.09 (3H, br),
7.26–7.84 (15H, m), 13C NMR (100 MHz, CDCl3):
d = 18.1, 20.1, 32.6, 47.4, 50.6, 51.9, 55.3, 57.1, 58.5,
58.7, 59.9, 60.2, 68.1, 120.5, 121.1, 126.3, 126.4, 127.1,
127.6, 127.9, 128.2, 128.9, 139.6, 142.3, 142.4, 143.9,
123