Hydrochloric Acid → HCID 86656468, compound

HRID 2040508Notes

Reaction equation

HRID 2040508 reaction equation
[OH:1][NH:2][C:3](=[O:21])[C@@H:4]([NH:9][C:10](=[O:20])[CH2:11][NH:12]C(=O)OC(C)(C)C)[CH2:5][CH2:6][S:7][CH3:8].[ClH:22]>O1CCOCC1>[ClH:22].[NH2:12][CH2:11][C:10]([NH:9][C@@H:4]([CH2:5][CH2:6][S:7][CH3:8])[C:3]([NH:2][OH:1])=[O:21])=[O:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86656467HCID 86656467, compound

Product 1

HCID 86656468HCID 86656468, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To (S)-tert-butyl 2-(1-(hydroxyamino)-4-(methylthio)-1-oxobutan-2-ylamino)-2-oxoethylcarbamate (200 mg, 0.62 mmol) was added 4N HCl in dioxane (1 mL). The mixture was stirred at rt for 1 h, concentrated and triturated with ether to give (S)-2-(2-aminoacetamido)-N-hydroxy-4-(methylthio)butanamide hydrochloride as a white solid after drying under vacuum (0.12 g, 75%). MS calcd for (C7H16N3O3S—H)+: 220.1; MS found: (M+H)+=220.0.

Workup

  1. concentrationconcentrated
  2. customtriturated with ether

Sources & evidence

ORD record
ord-8bfc89b1c78444a480d83ff7994b379a
Source dataset
uspto-grants-2013_11
Patent number
US08580859B2

Reaction notes

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