Table 1.
13C, 1H and 31P NMR data of dimethoxytrityl-protected phoshoramidite of dOxo (DMT-dOxo-amidite)
| Amidite A | Amidite B | |||
|---|---|---|---|---|
| 31P | 151.094 | 31P | 151.278 | |
| 13C | 1H | 13C | 1H | |
| 1 | ||||
| 2 | 137.644 | 7.618 s | 137.572 | 7.625 s |
| 3 | ||||
| 3a | 153.355 | 153.443 | ||
| 4 | ||||
| 5 | 155.102 | 155.110 | ||
| 5-NH2 | 5.971 s | 5.976 s | ||
| 6 | ||||
| 7 | 160.550 | 160.590 | ||
| 7a | 113.744 | 113.696 | ||
| R1 | 84.806 | 6.103 dd | 84.661 | 6.106 t |
| R2 | 39.474 | 2.765 ddd | 39.510 | 2.781 ddd |
| 2.484 ddd | 2.544 ddd | |||
| R3 | 74.238 | 4.716 dddd | 74.635 | 4.688 dddd |
| R4 | 86.660 | 4.160 ddd | 86.404 | 4.124 ddd |
| R5 | 64.656 | 3.312 dd | 64.648 | 3.278 dd |
| 3.286 dd | 3.241 dd | |||
| A | 129.095 | 7.401 t | 129.031 | 7.387 d |
| B | 128.855 | 7.268 t | 128.855 | 7.258 t |
| C | 127.893 | 7.213 t | 127.885 | 7.206 t |
| D | 146.136 | 146.128 | ||
| A′ | 131.130 | 7.277 t | 131.090 | 7.261 d |
| B′ | 114.065 | 6.827 d | 114.073 | 6.818d |
| C′ | 159.748 | 159.748 | ||
| C′-OCH3 | 55.955 | 3.759 s | 55.947 | 3.754 s |
| D′ | 136.899 | 136.827 | ||
| A″ | 131.066 | 7.277 d | 131.050 | 7.261 d |
| B″ | 114.065 | 6.815 d | 114.073 | 6.808 d |
| C″ | 159.732 | 159.732 | ||
| C″-OCH3 | 55.955 | 3.757 s | 55.947 | 3.753 s |
| D″ | 136.833 | 136.827 | ||
| E | 87.177 | 87.169 | ||
| iPr-CH3 | 24.941 | 1.170 d | 24.977 | 1.155 d |
| iPr-CH | 44.097 | 3.599 dq | 44.129 | 3.577 dq |
| iPr′-CH3 | 24.941 | 1.157 d | 24.893 | 1.078 d |
| iPr′-CH | 44.097 | 3.599 dq | 44.129 | 3.577 dq |
| -OCH2 | 59.384 | 3.693 dddd | 59.400 | 3.805 ddt |
| 3.639 dddd | 3.730 ddt | |||
| -CH2CN | 21.043 | 2.534 ddd | 21.111 | 2.683 t |
| 2.486 ddd | ||||
| -CN | 119.505 | 119.657 | ||
Note: for naming and numbering of each atom, please see Figure 2.