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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783439Generated: October 29, 2026

Methanol → (2S,3R)-methyl 3-amino-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylate

https://huagongshe.com/reaction/1783439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant(2S,3R)-methyl 3-azido-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylateHCID 57589884—
CatalystTrifluoroacetic acidHCID 6422—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
Product(2S,3R)-methyl 3-amino-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylateHCID 57589866—

Reaction Steps

To a solution of 132 (5.85 mmol) in 3:1 methanol:dioxane (25 mL) was added a few drops of TFA and 10% Pd/C (10 wt %). The reaction was stirred under atmospheric hydrogen for one hour and then filtered through Celite. The solvent was removed and the residue triturated with diethyl ether to afford 133, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501404B2
Source datasetuspto-grants-2009_03
ORD IDord-d28195f9c9524fe4962bc858c6a23a46
Source noteuspto-grants-2009_03