HCID 21997017, compound → HCID 21997019, compound

HRID 1457343Notes

Reaction equation

HRID 1457343 reaction equation
C([O:8][NH:9][C:10](=[O:36])[CH:11]([CH2:24][S:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(=[O:27])=[O:26])[CH2:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14])C1C=CC=CC=1>[OH-].[OH-].[Pd+2].C(O)C>[OH:8][NH:9][C:10](=[O:36])[CH:11]([CH2:24][S:25]([C:28]1[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=1)(=[O:27])=[O:26])[CH2:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14]

Participants

4

Reactant 1

HCID 21997017HCID 21997017, compound

Product 1

HCID 21997019HCID 21997019, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A suspension of N-benzyloxy-2-(4-methoxybenzenesulfonylmethyl)-3-(4-methoxybenzenesulfonyl)-propionamide (5.0 g, 9.4 mmol), Pearlman's catalyst (0.9 g), and ethyl alcohol (50 mL) is agitated under hydrogen (20 psig) at room temperature overnight. The reaction mixture is filtered through celite and the soluble solids dissolved with methyl alcohol followed by chloroform/methyl alcohol (9:1). The combined filtrates are concentrated in vacuo to yield N-hydroxy-2-(4-methoxybenzenesulfonylmethyl)-3-(4-methoxybenzenesulfonyl)-propionamide as a white solid.

Workup

  1. filtrationThe reaction mixture is filtered through celite
  2. dissolutionthe soluble solids dissolved with methyl alcohol
  3. concentrationThe combined filtrates are concentrated in vacuo

Sources & evidence

ORD record
ord-d7c247a1cc3b463f9c8bf54603bde064
Source dataset
uspto-grants-1998_12
Patent number
US05847153

Reaction notes

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