Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975643Generated: October 28, 2026

Hydrochloric Acid → HCID 53662624, compound

https://huagongshe.com/reaction/975643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 11470360HCID 11470360—
SolventDimethylformamideHCID 6228—
ProductHCID 53662624HCID 5366262498.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05608056
Source datasetuspto-grants-1997_03
ORD IDord-1b793835ff5a40e4b494710065a586c8
Source noteuspto-grants-1997_03