HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → tert-butyl (2S,4R)-2-[(dimethylamino)carbonyl]-4-(2-hydroxyethoxy)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | tert-butyl (2S,4R)-2-[(dimethylamino)carbonyl]-4-(2-ethoxy-2-oxo ethoxy)pyrrolidine-1-carboxylate | HCID 67430579 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl (2S,4R)-2-[(dimethylamino)carbonyl]-4-(2-hydroxyethoxy)pyrrolidine-1-carboxylate | HCID 67430889 | 115% |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
Under nitrogen atmosphere, to a solution of 2.00 g of the compound obtained in Step 143-1 in THF (40 ml) was added 360 mg of LAH at −40° C., and the reaction mixture was stirred at −10° C. for one hour. To the solution was added sodium sulfate 10 hydrate and the reaction mixture was stirred at room temperature for one hour. The insoluble matter was filtered with celite, the solvent was evaporated under reduced pressure to obtain 2.02 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030499B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-45d5fdd74d344f7bbe57cbdfb0509a36 |
| Source note | uspto-grants-2011_10 |