Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602581Generated: October 26, 2026

2-benzyl 3-tert-butyl (2RS,3RS)-5-oxotetrahydrofuran-2,3-dicarboxylate → (2RS,3RS)-3-tert-butoxycarbonyl-5-oxotetrahydrofuran-2-carboxylic acid

https://huagongshe.com/reaction/1602581

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-benzyl 3-tert-butyl (2RS,3RS)-5-oxotetrahydrofuran-2,3-dicarboxylateHCID 53670930—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventEthyl AcetateHCID 8857—
Product(2RS,3RS)-3-tert-butoxycarbonyl-5-oxotetrahydrofuran-2-carboxylic acidHCID 1870523397.3%

Reaction Steps

4.92 g of 2-benzyl 3-tert-butyl (2RS,3RS)-5-oxotetrahydrofuran-2,3-dicarboxylate in 50 ml of ethyl acetate was catalytically reduced with 500 mg of a 10% palladium-carbon catalyst at room temperature under atmospheric pressure of hydrogen for 3 hours. The catalyst was filtered off, and the filtrate was evaporated to dryness under reduced pressure to give 3.44 g of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981573
Source datasetuspto-grants-1999_11
ORD IDord-91a1b3a939a74a658dc9bc994d340955
Source noteuspto-grants-1999_11