HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 53662624, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 11470360 | HCID 11470360 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53662624 | HCID 53662624 | 98.2% |
Reaction Steps
To a solution of (2S,4R)-1-benzyl-2-methoxycarbonyl-4-hydroxypyrrolidine (661 g) in N,N-dimethylformamide (3.3 l) were added successively imidazole (383 g) and t-butyldimethylsilyl chloride (508 g) at 10°~20° C. with stirring and the solution was stirred at ambient temperature for 3 hours. The mixture was poured into 0.1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with 5% aqueous sodium bicarbonate, water and 10% sodium chloride, dried with anhydrous magnesium sulfate and evaporated in vacuo to give (2S,4R)-1-benzyl -2-methoxycarbonyl-4-(t-butyldimethylsilyloxy)pyrrolidine (964 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05608056 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-1b793835ff5a40e4b494710065a586c8 |
| Source note | uspto-grants-1997_03 |