HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → ((2R,3S,4R,5R)-5-{4-[(1S)-2,3-Dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-3,4-dihydroxytetrahydrofuran-2-yl)methyl sulfamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonia methanol | HCID 21705897 | — |
| Reactant | HCID 86607295 | HCID 86607295 | — |
| Product | ((2R,3S,4R,5R)-5-{4-[(1S)-2,3-Dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-3,4-dihydroxytetrahydrofuran-2-yl)methyl sulfamate | HCID 86607296 | 66% |
Reaction Steps
(2R,3S,5R)-2-{[(Aminosulfonyl)oxy]methyl}-5-{6-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-9H-purin-9-yl}tetrahydrofuran-3-yl acetate (96 mg, 0.20 mmol) was dissolved in 2.6 mL of 7M NH3/MeOH and stirred for one hour. Approximately 1 mL tetrahydrofuran was added, and the resulting solution was stirred for 3 hours. The solvent was removed in vacuo and the residue purified by silica gel chromatography (0% to 10% MeOH/CH2Cl2) to afford 59 mg (66%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951810B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-953f456f716848d980c02dccd62dc47d |
| Source note | uspto-grants-2011_05 |