HCID 22859999, compound → HCID 22860032, compound

HRID 742076Notes

Reaction equation

HRID 742076 reaction equation
C([O:8][NH:9][C:10](=[O:36])[C@H:11]([N:17]([S:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(=[O:27])=[O:26])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH:12]([OH:16])[CH:13]([CH3:15])[CH3:14])C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][NH:9][C:10](=[O:36])[C@H:11]([N:17]([S:25]([C:28]1[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=1)(=[O:27])=[O:26])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH:12]([OH:16])[CH:13]([CH3:15])[CH3:14]

Participants

4

Reactant 1

HCID 22859999HCID 22859999, compound

Product 1

HCID 22860032HCID 22860032, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of N-benzyloxy-2(R)-[(4-methoxybenzenesulfonyl)(benzyl)amino]-3-hydroxy-4-methylpentanamide (125 mg) in ethanol (100 ml) is hydrogenated in the presence of 5% palladium on charcoal (100 mg) at room temperature and atmospheric pressure to yield N-hydroxy-2(R)-[(4-methoxybenzenesulfonyl)(benzyl)amino]-3-hydroxy-4-methyl-pentanamide, m.p. 81°-82° C.

Sources & evidence

ORD record
ord-c96ac1bfb9694824a56ce68330a296d8
Source dataset
uspto-grants-1996_09
Patent number
US05552419

Reaction notes

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