Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate | HCID 14117008 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10979991 | HCID 10979991 | 86.5% |
Reaction Steps
To a solution of (2S,4R)-4-(tert-butyldimethylsilyloxy)-1-(tert-butoxycarbonyl)-2-methanesulfonyloxymethylpyrrolidine (6.0 g) in tetrahydrofuran (60 ml) was added slowly lithium aluminum hydride (1.11 g) at 0° C. And then, the reaction mixture was allowed to warm to 40° C. and stirred for one hour. To the reaction mixture were added dropwise water (1.11 ml), 4N-aqueous sodium hydroxide (1.11 ml) and water (3.33 ml). The precipitate was filtered off, and the solvent was removed in vacuo to give (2R,4R)-4-(tert-butyldimethylsilyloxy)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine (4.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05102877 |
|---|
| Source dataset | uspto-grants-1992_04 |
|---|
| ORD ID | ord-f338b25bc7394a8793c5a35c98ae748f |
|---|
| Source note | uspto-grants-1992_04 |
|---|
