HCID 86714433, compound → HCID 86714432, compound

HRID 1750222Notes

Reaction equation

HRID 1750222 reaction equation
[C:1]([O:5][C:6](=[O:31])[C@@H:7]([NH:12][C:13](=[O:30])[C:14]1[CH:19]=[CH:18][C:17]([NH:20][CH:21]([CH3:26])[CH2:22][CH:23]([CH3:25])[CH3:24])=[C:16]([N+:27]([O-])=O)[CH:15]=1)[CH2:8][CH:9]([CH3:11])[CH3:10])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:31])[C@@H:7]([NH:12][C:13](=[O:30])[C:14]1[CH:19]=[CH:18][C:17]([NH:20][CH:21]([CH3:26])[CH2:22][CH:23]([CH3:24])[CH3:25])=[C:16]([NH2:27])[CH:15]=1)[CH2:8][CH:9]([CH3:11])[CH3:10])([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 86714433HCID 86714433, compound

Product 1

HCID 86714432HCID 86714432, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

50 mg of (S)-2-[4-(1,3-Dimethyl-butylamino)-3-nitro-benzoylamino]-4-methyl-pentanoic acid tert-butyl ester were dissolved in 0.5 ml, ethanol, 5 mg of palladium on carbon (10%) were added and the mixture was hydrogenated at 5 bar for 4 h. The catalyst was removed by filtration over celite, and the reaction mixture was concentrated to yield 45 mg (99%) of (S)-2-[3-Amino-4-(1,3-dimethyl-butylamino)-benzoylamino]-4-methyl-pentanoic acid tert-butyl ester, which was used without further purification.

Workup

  1. additionwere added
  2. customThe catalyst was removed by filtration over celite
  3. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-bcc7a1fa2b7543daac3845082ea5eee7
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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