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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715694Generated: October 30, 2026

99735-43-0 → (4R)-4-(Hydroxymethyl)-1-[(1R)-1-phenylethyl]pyrrolidin-2-one

https://huagongshe.com/reaction/715694

Reaction equation

Participants

RoleNameHCIDCharge
Reactant99735-43-0HCID 723634—
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
SolventTetrahydrofuranHCID 8028—
Product(4R)-4-(Hydroxymethyl)-1-[(1R)-1-phenylethyl]pyrrolidin-2-oneHCID 13422564—

Reaction Conditions

Temperature0 °C

Reaction Steps

5 g (1′R,3R)-1-(1′Phenylethyl)-5-oxo-3-pyrrolidine carboxylic acid was dissolved in 50 mL tetrahydrofuran, then the solution was cooled to 0° C. 16.5 mL borane dimethyl sulfide (2 M in tetrahydrofuran) was added dropwise over 30 min and the reaction solution was slowly warmed to 25° C. and stirred for a further 2 h at 25° C. The reaction mixture was concentrated, diluted in dichloromethane and washed with sodium bicarbonate solution. The water phase was extracted with dichloromethane (×2) and the combined organic phases were dried over magnesium sulfate and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187478B2
Source datasetuspto-grants-2015_11
ORD IDord-f67b9edbb807468d83b471959a2971e6
Source noteuspto-grants-2015_11