HCID 178418361, compound → HCID 178450987, compound

HRID 1720996Notes

Reaction equation

HRID 1720996 reaction equation
[ClH:1].[CH2:2]([O:6][CH:7]([O:38][CH2:39][CH2:40][CH2:41][CH3:42])[C@H:8]([CH2:31][CH2:32][CH2:33][NH:34][C:35](=[NH:37])[NH2:36])[NH:9][C:10](=[O:30])[C@H:11]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[NH:12]C(OCC1C=CC=CC=1)=O)[CH2:3][CH2:4][CH3:5].[H][H]>CO.[Pd]>[ClH:1].[CH2:2]([O:6][CH:7]([O:38][CH2:39][CH2:40][CH2:41][CH3:42])[C@H:8]([CH2:31][CH2:32][CH2:33][NH:34][C:35](=[NH:36])[NH2:37])[NH:9][C:10](=[O:30])[C@H:11]([CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[NH2:12])[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178450978HCID 178450978, compound

Product 1

HCID 178450987HCID 178450987, compoundYield 96.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

After N-benzyloxycarbonyl-L-phenylalanyl-L-argininal dibutylacetal hydrochloride (1.24 g, 2.05 mmols) was dissolved in methanol (100 ml), palladium black (1 g) was added to the solution. The mixture was stirred at room temperature for 2 hours in a hydrogen flow. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated to give 0.93 g (96%) of L-phenylalanyl-L-argininal dibutylacetal hydrochloride as oil.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1c8d5890080043f0bc8ee6cdc322754c
Source dataset
uspto-grants-1996_04
Patent number
US05508385

Reaction notes

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