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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456759Generated: October 31, 2026

Hydroxyamine hydrochloride → tert-butyl (1R,3S,4S,6E)-3-[(2S)-2-cyanopyrrolidine-1-carbonyl]-6-hydroxyimino-2-azabicyclo[2.2.1]heptane-2-carboxylate

https://huagongshe.com/reaction/456759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium AcetateHCID 517045—
Reactanttert-Butyl (1R,3S,4S)-3-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylateHCID 86598907—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Producttert-butyl (1R,3S,4S,6E)-3-[(2S)-2-cyanopyrrolidine-1-carbonyl]-6-hydroxyimino-2-azabicyclo[2.2.1]heptane-2-carboxylateHCID 145785765—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of tert-butyl (1R,3S,4S)-3-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate obtained in Example 22-1 (296 mg) in ethanol (5 mL) and water (1 mL),were added hydroxylamine hydrochloride (123 mg) and sodium acetate (153 mg). The mixture was stirred at 80° C. for 20 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186731B2
Source datasetuspto-grants-2007_03
ORD IDord-ac2a8ff429ed4b26a185ddbb10bb8372
Source noteuspto-grants-2007_03