Table 2.
Nuclear magnetic resonance (NMR) data for compound 1
| No. | Compound 1 a | AB-FUBINACAb | ||
|---|---|---|---|---|
| 13C | 1H | HMBCc | 13C | |
| 1 | 160.9 | – | – | 161.2 |
| 3′ | 136.9 | – | – | 137.1 |
| 3′a | 122.2 | – | – | 122.3 |
| 4′ | 121.7 | 8.19, 1H, d-like, J = 8.4 Hz | 3′, 6′, 7′a | 121.8 |
| 5′ | 122.7 | 7.29, 1H, m, overlapped | 3′a, 7′ | 122.8 |
| 6′ | 127.0 | 7.45, 1H, ddd, J = 8.4, 7.0, 1.2 Hz | 4′, 7′a | 127.0 |
| 7′ | 110.7 | 7.77, 1H, d-like, J = 8.8 Hz | 3′a, 5′ | 110.6 |
| 7′a | 140.7 | – | – | 140.6 |
| 1″ | 52.4 | 5.79, 2H, s | 7′a, 2″, 3″/7″ | 51.6 |
| 2″ | 136.7 | – | – | 133.0, d, J = 2.9 Hz |
| 3″/7″ | 127.2 | 7.26, 2H, m, overlapped | 1″, 5″ | 129.5, d, J = 8.7 Hz |
| 4″/6″ | 128.7 | 7.32, 2H, m, overlapped | 2″, 5″ | 115.5, d, J = 21.7 Hz |
| 5″ | 127.7 | 7.27, 1H, m, overlapped | 3″/7″ | 161.6, d, J = 242.8 Hz |
| 1‴ | 171.7 | – | – | 172.6 |
| 2‴ | 58.7 | 4.48, 1H, d, J = 9.6 Hz | 1, 1‴, 3‴, 4‴/5‴/6‴ | 56.9 |
| 3‴ | 34.5 | – | – | 31.2 |
| 4‴/5‴/6‴ | 26.6 | 1.00, 9H, s | 2‴, 3‴ | 19.4, 18.1 |
| 1-CONH | – | 7.60, 1H, d, J = 10.0 Hz | 1, 1‴, 2‴ | – |
| 1‴-CONH2 | – | 7.72, 1H, brs | 1‴ | – |
| – | 7.26, 1H, brs, overlapped | 1‴, 2‴ | – | |
aRecorded in dimethyl sulfoxide (DMSO-d 6) at 400 MHz (1H) and 100 MHz (13C), respectively; data in δ ppm
bRef [9], recorded in DMSO-d 6 at 150 MHz (13C), respectively; data in δ ppm
c HMBC heteronuclear multiple-bond correlation spectroscopy. J = 8 Hz; the proton signal correlated with the indicated carbons