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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333029Generated: October 30, 2026

HCID 46193050, compound → HCID 57551911, compound

https://huagongshe.com/reaction/333029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 46193050HCID 46193050—
ReactantHCID 57792824HCID 57792824—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductHCID 57551911HCID 57551911—

Reaction Steps

(3R, 3aR, 6S, 6aS)-(9H-Fluoren-9-yl)methyl 6-chloro-3-hydroxytetrahydro-2H-furo[3,2-b]pyrrole-4(5H)-carboxylate (70). Ethanol (8.5 mL) was added dropwise to a mixture of 10% palladium on charcoal (55 mg) and alcohol (68) (550 mg, 1.85 mmol) under an atmosphere of argon. The argon was replaced by hydrogen then the suspension was stirred for 1 hour 35 minutes before filtering the mixture through celite in vacuo. The filter cake was washed with ethanol (45 mL) then the solvents removed in vacuo from the filtrate. The residue was azeotroped with toluene (3×5 mL) to obtain (3R, 3aR, 6S, 6aS)-6-chlorohexahydro-2H-furo[3,2-b]pyrrol-3-ol (69) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877927B2
Source datasetuspto-grants-2014_11
ORD IDord-73f8a312c7024328953478ed1ee53b60
Source noteuspto-grants-2014_11