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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1941586Generated: November 3, 2026

Water → HCID 57239737, compound

https://huagongshe.com/reaction/1941586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantPhthalimide potassium saltHCID 24194345—
ReactantHCID 131718417HCID 131718417—
SolventDimethylformamideHCID 6228—
ProductHCID 57239737HCID 5723973760%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of (2S,4R)-1-t-butoxycarbonyl-4-methanesulfonyloxypyrrolidine-2-methanol p-toluenesulfonate (20.78 g) in dimethylformamide(200 ml), potassium phthalimide (9.61 g) is added. The mixture is stirred at 70° C. for 3 hours. The reaction mixture is poured into a mixture of water and ethyl acetate. The organic layer is taken, successively washed withsodium sulfate, and co hydroxide and water, dried over sodium sulfate, and concentrated in vacuo. The residue is purified by 5% wet silica gel column chromatography to give (2S,4R)-1-t-butoxycarbonyl-2-phthalimidomethyl-4-methanesulfonyloxypyrrolidine (11.17 g). Yield: 60%. Colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05703243
Source datasetuspto-grants-1997_12
ORD IDord-9327728b0f5b4496a77f4094dc65c313
Source noteuspto-grants-1997_12