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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708475Generated: October 30, 2026

Formic Acid → Tert-butyl(2-(4-(((2R,3S)-3-amino-4-oxoazetidin-2-yl)methyl)-1H-1,2,3-triazol-1-yl)ethyl)carbamate

https://huagongshe.com/reaction/708475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantBenzyl ((2R,3S)-2-((1-(2-((tert-butoxycarbonyl)amino)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-4-oxoazetidin-3-yl)(4-methoxybenzyl)carbamateHCID 118379866—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl(2-(4-(((2R,3S)-3-amino-4-oxoazetidin-2-yl)methyl)-1H-1,2,3-triazol-1-yl)ethyl)carbamateHCID 118390234—

Reaction Steps

To a slurry of benzyl ((2R,3S)-2-((1-(2-((tert-butoxycarbonyl)amino)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-4-oxoazetidin-3-yl)(4-methoxybenzyl)carbamate (20.2 mg, 0.036 mmol) in MeOH (0.68 mL) was added Pd black (19 mg, 0.018 mmol) and formic acid (31 μl, 0.711 mmol). After stirring at rt for 3 h, more Pd black (9.7 mg) was added. After stirring at rt for additional 5.5 h, the reaction mixture was filtered through cellulose with MeOH eluent, and the filtrate was concentrated in vacuo. It was used in step 6 without further purification. LCMS: Rt=0.396 min, m/z=311.1 (M+1). Method 2m_acidic.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174978B2
Source datasetuspto-grants-2015_11
ORD IDord-befe30f13f10496eaeb5fd55e6650920
Source noteuspto-grants-2015_11