HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R,3R,5S)-2-(7-amino-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-((E)-2-(diethoxyphosphoryl)vinyl)-tetrahydrofuran-3-yl benzoate → [(E)-2-[(2S,4R,5R)-5-(7-aminotriazolo[4,5-d]pyrimidin-3-yl)-4-hydroxy-tetrahydrofuran-2-yl]vinyl]phosphonic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R,3R,5S)-2-(7-amino-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-((E)-2-(diethoxyphosphoryl)vinyl)-tetrahydrofuran-3-yl benzoate | HCID 59289341 | — |
| Reactant | Benzoic acid 2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-5-(2-phosphono-vinyl)-tetrahydro-furan-3-yl ester | HCID 136381446 | — |
| Product | [(E)-2-[(2S,4R,5R)-5-(7-aminotriazolo[4,5-d]pyrimidin-3-yl)-4-hydroxy-tetrahydrofuran-2-yl]vinyl]phosphonic acid | HCID 25152957 | 76.2% |
Reaction Steps
Compound 38.2 (60 mg, 68% yield) was synthesized from compound 38.1 (115 mg, 0.24 mmol) using the procedure described for the preparation of compound 9.10. 1H NMR (D2O, 300 MHz): δ 2.31-2.55 (m, 2H), 4.78-4.98 (m, 2H), 5.78-5.88 (m, 1H), 5.94-6.08 (m, 1H), 6.23 (s, 1H). 31PNMR: 9.20 ppm. LRMS C10H13N6O5P requires 327.1. Found 327.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324179B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-36ef217d4d854444a82cb7f34f63e6b6 |
| Source note | uspto-grants-2012_12 |