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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732378Generated: October 30, 2026

Water → HCID 57880962, compound

https://huagongshe.com/reaction/732378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 68814448HCID 68814448—
CatalystNickel DichlorideHCID 24385—
SolventMethanolHCID 887—
ProductHCID 57880962HCID 5788096295%

Reaction Steps

Add sodium borohydride (0.242 mg, 6.42 mmol) over 1 minute to a solution of (2R,4R)-4-benzyloxy-2-[(1R,2S)-3-(3,5-difluorophenyl)-1-hydroxy-2-nitropropyl]pyrrolidine-1-carboxylic acid tert-butyl ester (0.696 g, 1.41 mmol) and nickel (II) chloride (0.29 g, 2.25 mmol) in methanol (30 mL) at room temperature. Stir 20 minutes, add water (3 mL) and evaporate the methanol. Partition the residue with ethyl acetate and water. Filter through a filtering agent, wash with ethyl acetate (300 mL), separate away the aqueous layer, wash with saturated aqueous sodium chloride, dry (magnesium sulfate), filter and concentrate to give the title compound as a colorless oil (619 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-9fdad846227e4d3698b457b4b632ad9e
Source noteuspto-grants-2009_09