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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1164339Generated: November 1, 2026

Methane → Sodium 3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate

https://huagongshe.com/reaction/1164339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantSodium BicarbonateHCID 516892—
ReactantBenzyl 3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylateHCID 131712683—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductSodium 3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylateHCID 131712933—

Reaction Steps

A mixture of benzyl 3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate (30 mg) and 10% palladium on powdered charcoal (25 mg) in dioxane (3 ml) and water (1 ml) containing sodium bicarbonate (7 mg) is hydrogenated at 40 psi for 30 mins. The mixture is filtered to remove the catalyst which is washed with several portions of H2O (3×3 ml). The combined filtrate is washed with ethyl acetate (3×2 ml), concentrated in vacuo to ca. 2 ml, and lyophilized to afford sodium 3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04369187
Source datasetuspto-grants-1983_01
ORD IDord-15d5c324dd0b435eb1e201425d6613d7
Source noteuspto-grants-1983_01