HCID 86757321, compound → HCID 86757320, compound

HRID 651812Notes

Reaction equation

HRID 651812 reaction equation
C([O:8][NH:9][C:10]([C@H:12]([C@@H:22]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:23]([NH:25][N:26]1[C:31](=[O:32])[NH:30][C:29](=[O:33])[NH:28][C:27]1=[O:34])=[O:24])[CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:11])C1C=CC=CC=1>CO.[Pd]>[OH:8][NH:9][C:10]([C@H:12]([C@@H:22]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:23]([NH:25][N:26]1[C:31](=[O:32])[NH:30][C:29](=[O:33])[NH:28][C:27]1=[O:34])=[O:24])[CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:11]

Participants

4

Reactant 1

HCID 86757321HCID 86757321, compound

Product 1

HCID 86757320HCID 86757320, compoundYield 23.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.544 g of 2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenylbutyl]-4-methyl-N-(2,4,6-trioxo-1,3,5-triazin-1-yl)valeramide in 20 ml of methanol was hydrogenated in the presence of 0.05 g of 10% palladium-on-carbon for 5 hours. Filtration, evaporation, and trituration of the residue with diethyl ether gave 0.105 g of 2(R)-[1(S)-(Hydroxycarbamoyl)-4-phenylbutyl]-4-methyl-N-(2,4,6-trioxo-1,3,5-triazin-1-yl)valeramide in the form of a white solid.

Workup

  1. filtrationFiltration, evaporation, and trituration of the residue with diethyl ether

Sources & evidence

ORD record
ord-c7a7b57785e447759f5edb92eac21c31
Source dataset
uspto-grants-2001_08
Patent number
US06281363B1

Reaction notes

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