Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708338Generated: October 29, 2026

Benzyl((2R,3S)-2-((4-(hydroxymethyl)-2H-1,2,3-triazol-2-yl)methyl)-4-oxoazetidin-3-yl)carbamate → (3S,4R)-3-amino-4-((4-(hydroxymethyl)-2H-1,2,3-triazol-2-yl)methyl)azetidin-2-one

https://huagongshe.com/reaction/708338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl((2R,3S)-2-((4-(hydroxymethyl)-2H-1,2,3-triazol-2-yl)methyl)-4-oxoazetidin-3-yl)carbamateHCID 118411384—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(3S,4R)-3-amino-4-((4-(hydroxymethyl)-2H-1,2,3-triazol-2-yl)methyl)azetidin-2-oneHCID 118380161—

Reaction Steps

To a solution of benzyl ((2R,3S)-2-((4-(hydroxymethyl)-2H-1,2,3-triazol-2-yl)methyl)-4-oxoazetidin-3-yl)carbamate (1.54 g, 4.65 mmol) in EtOH (50 mL) and EtOH (25 mL) was added Pd/C (10%, 0.51 g, 4.65 mmol). After stirring at rt for 4 h, the reaction mixture was filtered through a celite pad, and the filtrate was concentrated in vacuo to afford the title compound (assume quantitive). The crude was used as such in the following step. LCMS: Rt=0.12 min, m/z=198.0 (M+1) Method 2m_acidic.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174978B2
Source datasetuspto-grants-2015_11
ORD IDord-10fe5bbc5fb247f3b52ad35ed8fc3b9c
Source noteuspto-grants-2015_11