Table 3.
1H NMR Data (δ) for Compounds 6–9
| position | 6a | 7b | 8c | 9d | position | 6a | 7b | 8c | 9d |
|---|---|---|---|---|---|---|---|---|---|
| 3 | 5.41 br d (12.6) | 5.34 dd (13.0, 3.0) | 4.66 br d (13.6) | 5.10 br d (12.5) | 5’a | 3.36 br d (12.0) | 3.71 m | 3.36 dd (13.6, 7.2) | 3.39 t (12.0) |
| 5 | 3.84 t (9.0) | 3.84 t (10.0) | 3.80 t (8.8) | 3.89 t (9.0) | 5’b | 3.27 dd (12.0, 4.8) | 3.15 m | 3.08 dd (13.6, 6.4) | 2.89 dd (15.0, 3.0) |
| 6a | 3.56 dd (14.4, 9.6) | 3.54 br d (8.0) | 3.65 dd (12.8, 8.0) | 3.52 dd (15.0, 9.5) | 6’a | 5.02 d (6.0) | 2.94 dd (16.0, 6.0) | 3.11 dd (9.6, 6.4) | 1.90 br d (13.0) |
| 6b | 3.43 dd (14.4, 8.4) | 3.49 br d (8.0) | 3.30e | 3.24 dd (15.0, 8.5) | 6’b | 2.82 dd (16.0, 6.0) | 2.91 dd (9.6, 7.2) | 1.81 br d (13.0) | |
| 9 | 7.64 d (7.2) | 7.68 d (7.5) | 7.55 d (7.2) | 7.52 d (7.0) | 9’ | 7.35 d (8.4) | 7.21 d (8.5) | 7.28 s | 6.89 s |
| 10 | 7.02 t (7.2) | 7.03 td (7.5, 2.0) | 6.96 t (7.2) | 7.07 t (7.0) | 10’ | 6.90 d (8.4) | 6.84 d (8.5) | ||
| 11 | 7.01 t (7.2) | 7.01 td (7.5, 2.0) | 6.96 t (7.2) | 7.06 t (7.0) | 11’ | 6.86 d (8.0) | |||
| 12 | 7.08 d (7.2) | 7.09 d (7.5) | 7.10 d (7.2) | 7.08 d (7.0) | 12’ | 7.15 d (8.0) | 7.11 s | ||
| 14a | 2.76 m | 2.70 dd (13.5, 13.0) | 2.83 m | 2.66 dd (15.0, 8.0) | 14’ | 1.94 m | 1.51 m | 1.86e | 1.89 |
| 14b | 1.85 m | 1.87 br d (13.5) | 1.94 m | 1.91 br d (15.0) | 15’a | 1.71 m | 1.26 m | 1.73 m | 1.75 m |
| 15 | 3.70 dd (10.8, 7.8) | 3.70 dd (11.5, 7.0) | 3.67 br d (12.0) | 3.50 t (15.0) | 15’b | 0.92 m | 1.10 m | 1.09 ddt (12.8, 6.4, 2.4) | 1.06 dd (12.5, 7.0) |
| 17a | 3.81 d (12.6) | 3.83 d (11.0) | 3.82 d (10.4) | 3.69 d (13.0) | 17’a | 1.92 br d (15.0) | 1.87 m | 2.71 dt (13.6, 2.4) | 2.73 br d (13.5) |
| 17b | 3.63 d (12.6) | 3.64 d (11.0) | 3.63 d (10.4) | 3.69 d (13.0) | 17’b | 1.50 br d (15.0) | 0.64 br d (13.5) | 1.86e | 2.39 br d (13.5) |
| 18 | 1.62 d (6.6) | 1.62 d (7.0) | 1.64 dd (6.4, 1.6) | 1.66 d (7.0) | 18’ | 0.79 t (7.2) | 0.80 t (7.0) | 0.87 t (8.0) | 0.83 t (7.0) |
| 19 | 5.33 q (6.6) | 5.32 q (7.0) | 5.35 q (6.4) | 5.41 q (7.0) | 19’a | 1.46 m | 1.27 m | 1.56 m | 1.40 m |
| 21a | 3.61 d (13.2) | 3.56 d (13.5) | 3.66 d (13.6) | 3.64 d (13.5) | 19’b | 1.27 m | 1.45 m | 1.41 m | 1.40 m |
| 21b | 2.92 d (13.2) | 2.90 d (13.5) | 2.91 d (13.6) | 2.98 d (13.5) | 20’ | 1.07 m | 1.09 m | 1.37 m | 1.34 m |
| NH | 9.60 br s | 9.23 br s | 7.69 br s | 21’ | 3.34 d (10.8) | 3.41 s | 3.54 br s | 3.72 s | |
| N-Me | 2.55 s | 2.57 br s | 2.54 s | 2.57 s | 22’a | 3.45 dd (11.0, 3.5) | |||
| CO2Me | 2.27 s | 2.33 s | 2.30 s | 2.37 s | 22’b | 3.23 dd (11.0, 8.0) | |||
| 3’a | 4.75 d (4.2) | 2.48 dd (8.0, 3.5) | 2.93 dt (8.0, 3.2) | 2.69 br d (18.5) | NH’ | 7.61 br s | 9.38 br s | ||
| 3’b | 2.83 br d (8.0) | 2.69 br d (18.5) | CO2Me’ | 3.79 s | 3.72 s | 3.65 s | 3.65 s | ||
| OMe-11’ | 3.96 s | 3.95 s | 3.98 s |
a
600 MHz, acetone-d6.
b
500 MHz, acetone-d6.
c
800 MHz, acetone-d6.
d
500 MHz, CDCl3.
e
Overlapped, without designating multiplicity.