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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804766Generated: November 1, 2026

(1S,4S)-1-(2-Benzyloxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl ester → 1-(2-Hydroxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]octane-3-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1804766

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1S,4S)-1-(2-Benzyloxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl esterHCID 59152652—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1-(2-Hydroxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]octane-3-carboxylic acid tert-butyl esterHCID 59152660—

Reaction Steps

1 g Pd—C is placed into an round-bottom flask under an argon atmosphere and covered with ethanol. A solution of (1S,4S)-1-(2-benzyloxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl ester (10) (2 g, 5.8 mmol) in 58 ml of ethanol is added and the mixture is hydrogenated at rt for 6 h. Then the mixture is filtrated over celite and evaporated under reduced pressure. The product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354431B2
Source datasetuspto-grants-2013_01
ORD IDord-6aa7d935300846b8b3a285b079372ed2
Source noteuspto-grants-2013_01