HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1R,2R,3S,4R,5S)-4-(2-Chloro-6-(3-(5-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)pent-1-ynyl)benzylamino)-9H-purin-9-yl)-bicyclo[3.1.0]hexane-2,3-diol → (1R,2R,3S,4R,5S)-4-(2-Chloro-6-(3-(6-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)hex-1-ynyl)benzylamino)-9H-purin-9-yl)-bicyclo[3.1.0]hexane-2,3-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1R,2R,3S,4R,5S)-4-(2-Chloro-6-(3-(5-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)pent-1-ynyl)benzylamino)-9H-purin-9-yl)-bicyclo[3.1.0]hexane-2,3-diol | HCID 86672494 | — |
| Reactant | (1R,2R,3S,4R,5S)-4-(2-Chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl) bicyclo[3.1.0]hexane-2,3-diol | HCID 86672497 | — |
| Product | (1R,2R,3S,4R,5S)-4-(2-Chloro-6-(3-(6-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)hex-1-ynyl)benzylamino)-9H-purin-9-yl)-bicyclo[3.1.0]hexane-2,3-diol | HCID 86672496 | 95% |
Reaction Steps
Compound 215 (95%) was synthesized from compound 212 following the same procedure as for compound 214. 1H NMR (CDCl3, 400 MHz) δ 8.44-8.39 (m, 1H), 8.07-8.11 (m, 1H), 7.83 (s, 1H), 7.77 (s, 1H), 7.51-7.43 (m, 2H), 7.33-7.26 (m, 3H), 6.58 (br s, 1H), 4.87 (s, 1H), 4.79 (br s, 2H), 4.15 (s, 1H), 4.02 (d, J=6.8 Hz, 1H), 2.89 (t, J=7.6 Hz, 2H), 2.49 (t, J=6.8 Hz, 2H), 2.08-2.04 (m, 1H), 1.96-1.90 (m, 2H), 1.76-1.64 (m, 3H), 1.31-1.28 (m, 1H), 0.79-0.85 (m, 1H). HRMS calculated for C32H30ClFN9O4 (M+H)+: 658.2093. Found 658.2124.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518957B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-ab59c6b1180f4f8ca8e3b6a3faf3d79d |
| Source note | uspto-grants-2013_08 |