TABLE 1.
1H and 13C NMR shifts for asperphenamates F (1), Y (4), and W (12) and L (13) in chloroform (CDCl3).
| 1 |
4 |
12 |
13 |
|||||
| Position | δC* | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) |
| 1 | 167.7 | 167.6 | 167.8 | |||||
| 2 | 133.4 | 133.5 | 133.3 | |||||
| 3 | 127.0 | 7.70 dd (8.3, 1.1) | 127.2 | 7.65 m | 127.3 | 7.63 m | 127.1 | 7.72 m |
| 4 | 128.6 | 7.39 m | 128.8 | 7.39 m | 128.6 | 7.29 m | 128.6 | 7.41 m |
| 5 | 131.9 | 7.50 tt (7.5, 1.1) | 132.2 | 7.50 tt (7.4, 1.2) | 132.1 | 7.48 t (7.4) | 132.2 | 7.52 m |
| 1′ | 172.2 | 172.5 | 173.2 | |||||
| 2′ | 54.4 | 4.92, q (6.6) | 54.8 | 4.87 d (6.7) | 54.3 | 5.04 q (6.5) | 52.1 | 4.71 m |
| 3′ NH | 6.58 d (6.6) | 6.59 d (6.6) | 6.69 d (6.4) | 6.46 d (6.8) | ||||
| 4′ | 37.5 | 3.29 dd (14.0, 6.6) | 36.9 | 3.20 dd (14.0, 6.5) | 27.7 | 3.43 d (6.0) | 40.8 | 1.79 m |
| 3.21 dd (14.0, 7.0) | 3.14 dd (14.0, 6.9) | 1.69 m | ||||||
| 5′ | 127.6 | 110.1 | 25.1 | 1.75 m | ||||
| 6′ | 129.1 | 7.21 m | 130.5 | 7.05 m | 127.5 | 22.2 | 0.99 d (6.5) | |
| 7′ | 128.8 | 7.29 m | 116 | 6.76 m | 118.7 | 7.64 m | 22.8 | 1.02 d (6.5) |
| 8′ | 126.7 | 7.24 m | 155.3 | 120.1 | 7.12 t (7.4) | |||
| 9′ | 122.7 | 7.20 m | ||||||
| 10′ | 111.6 | 7.33 d (7.9) | ||||||
| 11′ | 136.4 | |||||||
| 12′ NH | 8.06 s | |||||||
| 13′ | 123.1 | 7.06 d (2.2) | ||||||
| 1″ | 65.3 | 4.54 dd (11.4, 3.4) | 65.5 | 4.50 dd (11.4, 3.6) | 65.4 | 4.46 dd (11.6, 3.6) | 65.1 | 4.59 dd (11.5, 3.3) |
| 4.04 dd (11.4, 4.4) | 4.04 dd (11.4, 4.5) | 4.06 dd (11.6, 4.6) | 4.08 dd (11.5, 4.6) | |||||
| 2″ | 50.2 | 4.62 m | 50.6 | 4.60 m | 50.6 | 4.55 m | 50.5 | 4.69 m |
| 3″ NH | 6.67 d (8.4) | 6.71 d (8.4) | 6.59 d (8.4) | 6.73 d (8.2) | ||||
| 4″ | 37.2 | 3.00 dd (13.7, 6.4) | 37.4 | 3.01 dd (13.9, 6.5) | 37.3 | 2.94 dd (13.6, 6.7) | 37.3 | 3.10 dd (13.6, 6.5) |
| 2.89 dd (13.8, 8.5) | 2.91 dd (13.9, 8.2) | 2.81 dd (13.6, 8.4) | 3.01 dd (13.8, 8.2) | |||||
| 5″ | 137.1 | 137.4 | 137.3 | |||||
| 6″ | 129.2 | 7.23 m | 129.5 | 7.22 m | 129.5 | 7.18 s (7.6) | 129.3 | 7.29 m |
| 7″ | 128.3 | 7.32 m | 128.9 | 7.31 m | 128.7 | 7.36 t (7.8) | 128.7 | 7.32 m |
| 8″′ | 127.3 | 7.25 m | 127.0 | 7.24 m | 126.9 | 7.23 m | 126.8 | 7.25 m |
| 1″′ | 167.8 | 167.4 | 167.3 | |||||
| 2″′ | 134.1 | 134.4 | 134.3 | |||||
| 3″′ | 126.9 | 7.65 dd (8.3, 1.1) | 127.3 | 7.68 m | 127.2 | 7.63 m | 127.1 | 7.70 m |
| 4″ | 128.6 | 7.31 m | 128.6 | 7.31 m | 128.8 | 7.29 m | 128.4 | 7.28 m |
| 5″′ | 131.3 | 7.43 tt (7.5, 1.1) | 131.7 | 7.43 tt (7.4, 1.1) | 131.5 | 7.43 t (7.4) | 131.3 | 7.42 m |
*13C NMR data available only from HSQC experiment.