HCID 70203749, compound → HCID 70237630, compound

HRID 651813Notes

Reaction equation

HRID 651813 reaction equation
C([N:8]1[C:13](=[O:14])[N:12](CC2C=CC=CC=2)[C:11](=[O:22])[N:10]([NH:23][C:24](=[O:47])[C@@H:25]([C@@H:30]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[CH2:31][CH:32]=[CH:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:26][CH:27]([CH3:29])[CH3:28])[C:9]1=[O:48])C1C=CC=CC=1>CO.C(O)(=O)C.[OH-].[Pd+2].[OH-]>[C:43]([O:42][C:40]([C@H:30]([C@@H:25]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:24]([NH:23][N:10]1[C:11](=[O:22])[NH:12][C:13](=[O:14])[NH:8][C:9]1=[O:48])=[O:47])[CH2:31][CH2:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:41])([CH3:46])([CH3:45])[CH3:44]

Participants

5

Reactant 1

HCID 70203749HCID 70203749, compound

Product 1

HCID 70237630HCID 70237630, compoundYield 97.5%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.830 g of N-(3,5-dibenzyl-hexahydro-2,4,6-trioxo-1,3,5-triazin-1-yl)-2(R)-[1(S)-(tert-butyloxycarbonyl)-4-phenyl-3-butenyl]-4-methylvaleramide in 50 ml of methanol and a few drops of acetic acid was hydrogenated in the presence of 0.08 g of palladium (II) hydroxide for 8 hours. The mixture was filtered and evaporated to give 0.588 g of 2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenylbutyl]-4-methyl-N-(2,4,6-trioxo-1,3,5-triazin-1-yl)valeramide in the form of white solid.

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-41fa6ac0a3264c9faf438357c48d92ac
Source dataset
uspto-grants-2001_08
Patent number
US06281363B1

Reaction notes

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