N-Benzyloxy-2(R)-[[4-methoxybenzenesulfonyl](3-picolyl)amino]-3-methylbutanamide → Cgs-27023

HRID 264332Notes

Reaction equation

HRID 264332 reaction equation
C([O:8][NH:9][C:10](=[O:34])[C@H:11]([N:15]([S:23]([C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1)(=[O:25])=[O:24])[CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)[CH:12]([CH3:14])[CH3:13])C1C=CC=CC=1.[H][H]>[Pd]>[OH:8][NH:9][C:10](=[O:34])[C@H:11]([N:15]([S:23]([C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1)(=[O:25])=[O:24])[CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)[CH:12]([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 22856293N-Benzyloxy-2(R)-[[4-methoxybenzenesulfonyl](3-picolyl)amino]-3-methylbutanamideHCID 178418361HCID 178418361, compound

Product 1

HCID 446504Cgs-27023

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

N-Benzyloxy-2(R)-[[4-methoxybenzenesulfonyl](3-picolyl)amino]-3-methylbutanamide (see example 29a) is reacted with hydrogen in the presence of 10% palladium on charcoal catalyst at room temperature and atmospheric pressure to yield N-hydroxy-2(R)-[[4-methoxybenzenesulfonyl](3-picolyl)amino]-3-methylbutanamide. After conversion to the hydrochloride salt, a white solid is obtained, m.p. 169°-170° C. (dec).

Sources & evidence

ORD record
ord-09a3d121d10d4bbe92231a4692af8abc
Source dataset
uspto-grants-1997_07
Patent number
US05646167

Reaction notes

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