HCID 22644900, compound → Acetohydroxamic acid, 2-(p-(2-propynyloxy)phenyl)-

HRID 2084892Notes

Reaction equation

HRID 2084892 reaction equation
C([O:5][NH:6][C:7](=[O:34])[CH:8](NS(C1C=CC(OCC#CC)=CC=1)(=O)=O)[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]#[CH:18])=[CH:11][CH:10]=1)(C)(C)C>C(O)(C(F)(F)F)=O>[OH:5][NH:6][C:7](=[O:34])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]#[CH:18])=[CH:11][CH:10]=1

Participants

3

Reactant 1

HCID 22644900HCID 22644900, compound

Product 1

HCID 31661Acetohydroxamic acid, 2-(p-(2-propynyloxy)phenyl)-

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The 75 mg (0.154 mmol) sample of ′N-(tert-butoxy)-2-({[4-(2-butynyloxy)phenyl]sulfonyl}amino)-2-[4-(2-propynyloxy)phenyl]acetamide was stirred in neat TFA at room temperature for 72 h. TFA was removed in vacuo. The residue was chromatographed on prep. TLC eluting with 1% HOAc in 10% MeOH/CH2Cl2 to provide 11.1 mg (17%) of (2-butynyloxy)phenyl]sulfonyl}amido)-N-hydroxy-2-[4-(2-propynyloxy)phenyl]acetamide as a white solid was obtained. High Resolution Mass Spec 429.11155 (M+H)+; Calc'd for C21H21N2O6S 429.11149.

Workup

  1. customTFA was removed in vacuo
  2. customThe residue was chromatographed on prep

Sources & evidence

ORD record
ord-abaa13b4c6b84929a5a6965361fae8cb
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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