Spektraris NMR
Spiro[benzofuran-2(3H),9'(8'H)-[2H]furo[2,3-h][1]benzopyran]-3-ol, 3',4'-dihydro-4,5',6-trimethoxy-2',8'-bis(4-methoxyphenyl)-, [2'S-[2'α,8'β, 9'β(R*)]]- (9CI)
![Spiro[benzofuran-2(3H),9'(8'H)-[2H]furo[2,3-h][1]benzopyran]-3-ol, 3',4'-dihydro-4,5',6-trimethoxy-2',8'-bis(4-methoxyphenyl)-, [2'S-[2'α,8'β, 9'β(R*)]]- (9CI)](/nmr/static/nmr/svg/439.svg)
Common Name: Spiro[benzofuran-2(3H),9'(8'H)-[2H]furo[2,3-h][1]benzopyran]-3-ol, 3',4'-dihydro-4,5',6-trimethoxy-2',8'-bis(4-methoxyphenyl)-, [2'S-[2'α,8'β, 9'β(R*)]]- (9CI)
Synonyms: (2R,2'S,8'S)-4,5',6-trimethoxy-2',8'-bis(4-methoxyphenyl)-3',4'-dihydro-2'H,3H,8'H-spiro[benzofuran-2,9'-furo[2,3-h]chromen]-3-ol
CAS Registry Number: 109880-09-3
InChI:
InChIKey:
Formula: C35H34O9
Molecular Weight: 598.65
Exact Mass: 598.6377
NMR Solvent: CDCl3
MHz: 300, 200
Calibration: TMS
NMR references: Baba, K., Takeuchi, K., Mitsunobu, D., Kozawa, M. (1986) The Revised Structure of Daphnodorin C, a Novel Spiro Biflavonoid. Chem. Pharm. Bull. 34, 2680-2683. Babue, K., Takeuchi, K., Doi, M., Kozawa, M. (1987). Chemical Studies on the Constituents of the Thymelaeaceous Plants III. Structure of a Novel Sprio Biflavonoid, Daphnodorin C from Daphne odora Thunb. Chem. Pharm. Bull. 35, 1853-1859.
Species: synthesized from Daphnodorin C - Baba, K., Takeuchi, K., Mitsunobu, D., Kozawa, M. (1986) The Revised Structure of Daphnodorin C, a Novel Spiro Biflavonoid. Chem. Pharm. Bull. 34, 2680-2683. Babue, K., Takeuchi, K., Doi, M., Kozawa, M. (1987). Chemical Studies on the Constituents of the Thymelaeaceous Plants III. Structure of a Novel Sprio Biflavonoid, Daphnodorin C from Daphne odora Thunb. Chem. Pharm. Bull. 35, 1853-1859.
Notes: 13C NMR assignments based on C/H two-dimensional correlations
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 4.85 | dd | 10.1, 1.6 |
| 3 | 2.05 | ||
| 2.32 | m | ||
| 4 | 2.62 | ddd | 16.9, 11.4, 6.1 |
| 2.83 | ddd | 16.9, 5.9, 2.4 | |
| 6 | 6.24 | s | |
| 2', 6' | 6.94 | m | 8.5 |
| 3', 5' | 6.74 | m | 8.5 |
| 2" | 5.51 | s | |
| 6" | 5.86 | d | 2 |
| 8" | 5.69 | d | 2 |
| 2'", 6'" | 7.31 | m | 9 |
| 3"', 5'" | 6.8 | m | 9 |
| 5-OH | 3.84 | s | |
| 4'-OCH3 | 3.77 | s | |
| 5"-OCH3 | 3.76 | s | |
| 7"-OCH3 | 3.68 | s | |
| 4'"-OCH3 | 3.65 | s | |
| 4"-OH | 3.91 | d | 12 |
| 4" | 5.37 | d | 12 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 2 | 77.7 |
| 3 | 19.58 |
| 4 | 26.68 |
| 10 (may be reversed with 10", 8) | 104.36 |
| 5 (may be reversed with 5", 9") | 161.1 |
| 6 | 87.25 |
| 7 | 162.98 |
| 8 (may be reversed with 10, 10") | 104.65 |
| 9 | 152.21 |
| 1' | 131.82 |
| 2', 6' | 127.43 |
| 3', 5' (may be reversed with 3'",5'") | 113.78 |
| 4' (may be reversed with 7", 4'") | 159.19 |
| 2" | 92.98 |
| 3" | 99.75 |
| 4" | 77.7 |
| 2'" (may be reversed with 10, 8) | 107.34 |
| 5" (may be reversed with 5, 9") | 160.39 |
| 6" | 91.47 |
| 7" (may be reversed with 4', 4'") | 159.77 |
| 8" | 87.59 |
| 9" (may be reversed with 5, 5") | 160.92 |
| 9" | 125.47 |
| 2'", 6'" | 129.51 |
| 3'", 5'" (may be reversed with 3', 5') | 113.33 |
| 4'" (may be reversed with 4', 7") | 157.48 |
| 5-OCH3 | 55.78 |
| 4'-OCH3 | 55.42 |
| 5"-OCH3 | 55.28 |
| 7"-OCH3 | 55.19 |
| 4'"-OCH3 | 55.08 |
