Table 1.
NMR spectroscopic data for mixture of 1–3.
| Compounds 1 and 2 | Compound 3 | |||
|---|---|---|---|---|
| position | δH/mult., (J in Hz) | δC | δH/mult., (J in Hz) | δC |
| 1a | 4.34 dd (12.0, 2.4) | 62.7 | 4.34 dd (12.0, 2.4) | 62.7 |
| 1b | 4.13 dd (12.0, 7.5) | 4.13 dd (12.0, 7.5) | ||
| 2 | 5.13 m | 69.8 | 5.13 m | 69.8 |
| 3a | 3.89 dd (10.5, 6.0) | 64.6 | 3.89 dd (10.5, 6.0) | 64.6 |
| 3b | 3.39 | 3.39 | ||
| 1‴ | 4.57 d (3.5) | 98.3 | 4.57 d (3.5) | 98.3 |
| 2‴ | 3.18 dd (3.5, 9.6) | 71.7 | 3.18 dd (3.5, 9.6) | 71.7 |
| 3‴ | 3.35 | 72.9 | 3.35 | 72.9 |
| 4‴ | 2.92 dd (9.6) | 74.2 | 2.92 dd (9.6) | 74.2 |
| 5‴ | 3.77 ddd (9.6, 6.8, 4.3) | 68.6 | 3.77 ddd (9.6, 6.8, 4.3) | 68.6 |
| 6‴a | 2.90 dd (14.0, 4.3) | 54.5 | 2.90 dd (14.0, 4.3) | 54.5 |
| 6‴b | 2.54 dd (14.0, 6.9) | 2.54 dd (14.0, 6.9) | ||
| 1′, 1″ | 172.4, 172.6 | 172.4, 172.6 | ||
| 2′, 2″ | 2.28 m | 33.6 | 2.28 m | 33.6 |
| 3′, 3″ | 1.49 m | 31.4 | 1.49 m | 31.4 |
| 8″, 11″ | 1.97 m | 26.7 | ||
| 9″, 10″ | 5.3 t (4.7) | 129.61, 129.64 | ||
| -CH2 | 1.22 bs | 29.2–22.2 | 1.22 bs | 29.2–22.2 |
| CH3 | 0.84 t (6.9) | 14.0 | 0.84 t (6.9) | 14.0 |
Recorded in DMSO-d6 at 400 MHz; chemical shifts, multiplicity and coupling constants (J, Hz) were assigned by means of 1H-, 13C-NMR and 2D NMR data.