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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040505Generated: November 2, 2026

Hydrochloric Acid → 1-Hydroxycarbamoyl-3-methylsulfanyl-propyl-amine hydrochloride (S)-2-amino-N-hydroxy-4-(methylthio)butanamide hydrochloride

https://huagongshe.com/reaction/2040505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactanttert-butyl N-[(1S)-1-(hydroxycarbamoyl)-3-(methylsulfanyl)propyl]carbamateHCID 44344516—
Product1-Hydroxycarbamoyl-3-methylsulfanyl-propyl-amine hydrochloride (S)-2-amino-N-hydroxy-4-(methylthio)butanamide hydrochlorideHCID 8665646580%

Reaction Steps

To solid (S)-tert-butyl 1-(hydroxyamino)-4-(methylthio)-1-oxobutan-2-ylcarbamate (0.33 g, 1.25 mmol) was added 4 N HCl in dioxane (2 mL, 8 mmol). The mixture was stirred at room temperature for one hour, and concentrated. The residue was triturated with ether, and dried to provide 1-Hydroxycarbamoyl-3-methylsulfanyl-propyl-amine hydrochloride (S)-2-amino-N-hydroxy-4-(methylthio)butanamide hydrochloride (0.18 g, 80%). MS calcd for (C5H12N2O2S—H)+: 163.1; MS found: (M−H)+=163.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580859B2
Source datasetuspto-grants-2013_11
ORD IDord-81e1b863f9c94012962bfb94c3699e7f
Source noteuspto-grants-2013_11