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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2165282Generated: October 31, 2026

(3s-trans)-3-[(t-Butyloxycarbonyl)amino]-4-methyl-2-oxo-1-(phenylmethoxy)azetidine → tert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamate

https://huagongshe.com/reaction/2165282

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3s-trans)-3-[(t-Butyloxycarbonyl)amino]-4-methyl-2-oxo-1-(phenylmethoxy)azetidineHCID 12946599—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamateHCID 1294660398.5%

Reaction Steps

10.5 g of (3S-trans)-3-(t-Butyloxycarbonylamino)-1-benzyloxy-4-methyl-2-azetidinone was dissolved in 250 ml of methanol and hydrogenated with 1.43 g of palladium on carbon (10%) as the catalyst. After 45 minutes the catalyst was filtered off and the filtrate was evaporated in vacuo. The crystalline title compound was dried (vacuum desiccator) at room temperature yielding 7.3 g of the title compound, melting point 161°-162° C., dec.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04939253
Source datasetuspto-grants-1990_07
ORD IDord-ab5a250fe8a941e19df62f2d24e5e752
Source noteuspto-grants-1990_07