Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | HCID 72326310 | HCID 72326310 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68774486 | HCID 68774486 | — |
Reaction Steps
The 1-[3-benzoyloxy-5-(diethoxy-phosphorylmethoxy)-tetrahydrofuran-2-yl]-1H-[1,2,4]triazole-3-carboxylic acid methyl ester (60 mg. 0.124 mmol) was dissolved in MeCN (1.5 mL). Bromotrimethylsilane (0.164 mL, 1.24 mmol) and 2,6-lutidine (0.043 mL, 0.372 mmol) were added and the mixture stirred at ambient temperature for 10 h. The solvents were removed in vacuo and the product isolated by C-18 HPLC. To this was then added ammonia (7 N in MeOH, 4 mL) and the mixture stirred overnight. The title compound was isolated by C-18 HPLC. 1H NMR (300 MHz, D2O) ppm 8.65 (s, 1H), 5.95 (d, 1H, J=2.4 Hz), 5.49-5.52 (m, 1H), 4.81-4.89 (m, 1H), 3.47-3.70 (m, 2H), 2.27-2.32 (m, 2H). 31P NMR (121.4 MHz, D2O) ppm 15.0. LRMS (ESI) M-H C8H12N4O7P requires 307.0 Found 307.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07842672B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-005559563f9a474d969f45d50d53ed90 |
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| Source note | uspto-grants-2010_11 |
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