Table 1.
1H (700 MHz) and 13C (175 MHz) NMR data of chalinulasterol (1)in CD3OD.
| Pos. | δH [mult. a, J (Hz)] | δC [mult.] | Pos. | δH [mult. a, J (Hz)] | δC [mult.] | ||
|---|---|---|---|---|---|---|---|
| 1 | α/ax | 1.38 (dd, 14.6, 3.5) | 39.1 (CH2) | 13 | - | 43.8 (C) | |
| β/eq | 2.12 (dd, 14.6, 2.1) | 14 | 1.05 (m) | 57.8 (CH) | |||
| 2 | 4.72 (q, 2.7) | 76.5 (CH) | 15 | α | 1.59 (m) | 25.2 (CH2) | |
| 3 | 4.69 (q, 2.7) | 76.3 (CH) | β | 1.08 (m) | |||
| 4 | α/eq | 1.66 (dt, 14.6, 2.7) | 30.4 (CH2) | 16 | α | 1.86 (ddd, 14.6, 9.4, 3.9) | 29.3 (CH2) |
| β/ax | 1.79 (ddd, 14.6, 12.6, 2.7) | β | 1.28 a | ||||
| 5 | 1.62 (tt, 12.6, 2.7) | 40.3 (CH) | 17 | 1.12 (q, 9.7) | 57.5 (CH) | ||
| 6 | α/eq | 1.25 (br. d, 14.5) | 29.2 (CH2) | 18 | 0.69 (s) | 12.8 (CH3) | |
| β/ax | 1.29 (qd, 12.7, 3.5) | 19 | 1.01 (s) | 14.2 (CH3) | |||
| 7 | α/ax | 0.95 (qd, 12.6, 4.6) | 33.3 (CH2) | 20 | 1.44 (m) | 36.6 (CH) | |
| β/eq | 1.68 (dq, 13.0. 3.3) | 21 | 0.95 (d, 6.5) | 19.2 (CH3) | |||
| 8 | 1.41 (qd, 11.2, 3.5) | 36.5 (CH) | 22 | a | 1.56 (dddd, 13.4, 10.6, 5.6, 2.9) | 34.4 (CH2) | |
| 9 | 0.72 (ddd, 13.2, 10.5, 3.8) | 56.7 (CH) | b | 1.15 (dddd, 13.4, 10.6, 8.8, 4.3) | |||
| 10 | - | 36.4 (C) | 23 | a | 1.81 (ddtd, 13.9, 11.2, 7.1, 4.5) | 30.6 (CH2) | |
| 11 | α/eq | 1.53 (dq, 14.1, 3.5) | 22.1 (CH2) | b | 1.65 (ddq, 13.9, 10.9, 5.7) | ||
| β/ax | 1.33 (qd, 13.2, 3.7) | 24 | a | 3.53 (dt, 10.7, 6.5) | 46.4 (CH2) | ||
| 12 | α/ax | 1.14 (td, 12.6, 3.8) | 41.4 (CH2) | b | 3.51 (ddd, 10.7, 7.1, 6.4) | ||
| β/eq | 1.99 (dt, 12.2, 3.5) |
a Multiplicity and coupling constants of overlapping signals were determined using sections of the zTOCSY spectrum [11]; dt = doublet of triplets, td = triplet of doublets, dq = doublet of quartets, etc.