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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118348Generated: October 28, 2026

N-{5-((1R)-1-Hydroxy-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}ethyl)-2-[(phenylmethyl)oxy]phenyl}-N-(phenylmethyl)methanesulfonamide → (R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide

https://huagongshe.com/reaction/2118348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-{5-((1R)-1-Hydroxy-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}ethyl)-2-[(phenylmethyl)oxy]phenyl}-N-(phenylmethyl)methanesulfonamideHCID 69120074—
CatalystPalladiumHCID 23938—
CatalystPalladium hydroxideHCID 9942167—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
Product(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 12047933—

Reaction Steps

To an evacuated flask containing palladium hydroxide (70.8 mg) and palladium on carbon [50% water by weight] (70.8 mg) was added a solution of N-{5-((1R)-1-hydroxy-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}ethyl)-2-[(phenylmethyl)oxy]phenyl}-N-(phenylmethyl)methanesulfonamide (354 mg) in EtOH (15 ml) and AcOH (3 ml). The mixture was hydrogenated for 19 h. The catalysts were filtered off and the filtrate concentrated in vacuo. The mixture was purified by column chromatography (Oasis cartridge, 0 to 50% MeOH in water) to afford the title compound. LCMS RT=0.35 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07442839B2
Source datasetuspto-grants-2008_10
ORD IDord-21e21cfd0f30468889612898564549a2
Source noteuspto-grants-2008_10