Table 1.
Position | 1 a | 2 a | 3 b | ||||||
---|---|---|---|---|---|---|---|---|---|
δ H | δC, Type | δ H | δC, Type | δ H | δC, Type | ||||
2 | 4.03, s | 73.9, CH | - | 131.4, C | - | 131.4, C | |||
3 | 2.89, d (4.7) | 67.5, CH | 4.61, s | 71.7, CH | 4.60, brs | 71.6, CH | |||
5 |
α
β |
3.30, m 3.17, m |
53.2, CH2 | a/b | 3.72, dd (9.2, 4.0) | 69.2, CH2 | a/b | 3.69, m | 69.2, CH2 |
6 |
α
β |
2.50, m 2.29, m |
44.6, CH2 | a/b | 3.06, m | 20.6, CH2 |
α
β |
3.07, m 2.98, m |
20.6, CH2 |
7 | - | 58.0, C | - | 106.3, C | - | 106.2, C | |||
8 | - | 133.4, C | - | 128.0, C | - | 128.0, C | |||
9 | 7.08, dd (7.5, 1.3) | 123.6, CH | 6.93, d (2.4) | 101.0, CH | 6.91, d (2.0) | 101.0, CH | |||
10 | 6.72, td (7.5, 1.3) | 120.1, CH | - | 155.6, C | - | 155.6, C | |||
11 | 7.02, td (7.5, 1.3) | 129.4, CH | 6.78, dd (8.8,2.4) | 113.3, CH | 6.79, dd (8.2,2.0) | 113.3, CH | |||
12 | 6.59, dd (7.5, 1.3) | 111.0, CH | 7.24, d (8.8) | 113.2, CH | 7.20, d (8.2) | 113.2, CH | |||
13 | - | 152.7, C | - | 133.9, C | - | 133.9, C | |||
14 |
α
β |
2.12, m 1.78, m |
25.8, CH2 |
α
β |
2.58, td (13.6,4.9) 2.25, d (13.6) |
28.6, CH2 |
α
β |
2.53, m 2.23, m |
28.4, CH2 |
15 | 2.93, d (4.7) | 39.7, CH | 1.54, overlap | 30.7, CH | 1.49, overlap | 30.6, CH | |||
16 | - | 85.8, C |
β
α |
2.07, dd (13.4,3.7)1.54, overlap | 23.6, CH2 | 2.13, m | 52.3, CH | ||
17 | - | 174.4, C |
α
β |
3.57, m 3.05, m |
59.2, CH2 |
α
β |
3.51, overlap3.01, m | 59.1, CH2 | |
18 | 0.96, t (7.4) | 11.8, CH3 | 5.15, m | 118.4, CH2 | 5.11, m | 118.5, CH2 | |||
19 | a b |
1.30, m 1.22, m |
24.5, CH2 | 5.69, d (16.9) | 138.3, CH | 5.65, m | 138.3, CH | ||
20 | 1.83, t (7.6) | 55.0, CH | 2.17, m | 52.3, CH | a b |
2.03, m 1.49, overlap |
23.6, CH2 | ||
21 | 4.59, s | 97.5, CH | 3.59, m | 63.9, CH2 | a b |
3.58, m 3.51, overlap |
63.8, CH2 | ||
OCH3 | 3.82, s | 53.2, CH3 | 3.80, s | 56.2, CH3 | 3.78, s | 56.2, CH3 |
a1H NMR spectra of 1 and 2 were recorded at 600 MHz and 13C NMR was recorded at 150MHz. b 1H NMR spectrum of 3 was recorded at 400 MHz and 13C NMR was recorded at 100 MHz.