HCID 86757323, compound → HCID 86757322, compound

HRID 651814Notes

Reaction equation

HRID 651814 reaction equation
[CH:1]1([CH2:7][CH2:8][CH2:9][C@@H:10]([C@@H:22]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:23]([NH:25][N:26]2[C:31](=[O:32])[NH:30][C:29](=[O:33])[NH:28][C:27]2=[O:34])=[O:24])[C:11](=[O:21])[NH:12][O:13]CC2C=CC=CC=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([CH2:7][CH2:8][CH2:9][C@@H:10]([C@@H:22]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:23]([NH:25][N:26]2[C:27](=[O:34])[NH:28][C:29](=[O:33])[NH:30][C:31]2=[O:32])=[O:24])[C:11](=[O:21])[NH:12][OH:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 86757323HCID 86757323, compound

Product 1

HCID 86757322HCID 86757322, compoundYield 29.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.107 g of 2(R)-[4-cyclohexyl-1(S)-(benzyloxycarbamoyl)butyl]-N-(2,4,6-trioxo-1,3,5-triazin-1-yl)-4-methylvaleramide in 5 ml of methanol was hydrogenated in the presence of 0.01 g of 10% palladium-on-carbon for 2 hours. The mixture was filtered and evaporated and the residue was triturated with diethyl ether to give 0.026 g of 2(R)-[4-cyclohexyl-1(S)-(hydroxycarbamoyl)butyl]-N-(2,4,6-trioxo-1,3,5-triazin-1-yl)-4-methylvaleramide in the form of a white solid.

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated
  3. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-a407ed4a7ac848939a20409d35c1b35d
Source dataset
uspto-grants-2001_08
Patent number
US06281363B1

Reaction notes

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