HCID 70092288, compound → HCID 70091360, compound

HRID 487742Notes

Reaction equation

HRID 487742 reaction equation
[N+:1]([C:4]1[CH:46]=[CH:45][C:7]([CH2:8][NH:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([NH:20][C@H:21]([C:25]([N:27]3[CH2:44][CH2:43][CH2:42][C@H:28]3[C:29]([NH:31][CH:32]([CH:39]([CH3:41])[CH3:40])[C:33](=[O:38])[C:34]([F:37])([F:36])[F:35])=[O:30])=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])=[CH:14][CH:13]=2)=[O:11])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:46]=[CH:45][C:7]([CH2:8][NH:9][C:10]([C:12]2[CH:13]=[CH:14][C:15]([C:18]([NH:20][C@H:21]([C:25]([N:27]3[CH2:44][CH2:43][CH2:42][C@H:28]3[C:29]([NH:31][CH:32]([CH:39]([CH3:40])[CH3:41])[C:33](=[O:38])[C:34]([F:37])([F:35])[F:36])=[O:30])=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])=[CH:16][CH:17]=2)=[O:11])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 70092288HCID 70092288, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70091360HCID 70091360, compoundYield 96.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3(RS)-[[4-[(4-nitrobenzyl)aminocarbonyl]phenylcarbonyl]-L-valyl-L-prolyl]amino-1,1,1-trifluoro-4-methyl-2-oxopentane (50 mg) in methanol (10 ml) was hydrogenated over 10% palladium on carbon (10 mg) at 4 atmosphere pressure of hydrogen for 2 hours. The catalyst was removed by filtration and the filtrate was evaporated under reduced pressure to give 3(RS)-[[4-[(4-aminobenzyl)aminocarbonyl]phenylcarbonyl]-L-valyl-L-prolyl]amino-1,1,1-trifluoro-4-methyl-2-oxopentane (46 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-34b09b080cb64725aa7b95b27625953c
Source dataset
uspto-grants-1994_03
Patent number
US05296591

Reaction notes

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