HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-(Trimethylsilyl)hydroxylamine → 2-(4-Hydroxyamino-5-oxazol-5-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-(Trimethylsilyl)hydroxylamine | HCID 2734666 | — |
| Reactant | 2-(4-Chloro-5-oxazol-5-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol | HCID 86623589 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Hydroxyamino-5-oxazol-5-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol | HCID 72562986 | — |
Reaction Steps
The compound from Step 2 is suspended in dry ethanol and O-trimethylsilyl hydroxylamine (10 eq.) is added. The mixture is refluxed for 2 h, evaporated and the crude mixture purified by RP HPLC on a Phenominex column (250×20 mm) using a gradient of acetonitrile in water from 0 to 30% over 30 minutes at 10 mL/minute to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629320B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-28fee7e1fe8b4b78b387dc09018cb1db |
| Source note | uspto-grants-2009_12 |