HCID 178418361, compound → HCID 178450989, compound

HRID 1721001Notes

Reaction equation

HRID 1721001 reaction equation
[ClH:1].[CH2:2]([O:6][CH:7]([O:35][CH2:36][CH2:37][CH2:38][CH3:39])[C@H:8]([CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:34])[NH2:33])[NH:9][C:10](=[O:27])[C@H:11]([CH2:23][CH:24]([CH3:26])[CH3:25])[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:35][CH2:36][CH2:37][CH2:38][CH3:39])[C@H:8]([CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:33])[NH2:34])[NH:9][C:10](=[O:27])[C@H:11]([CH2:23][CH:24]([CH3:26])[CH3:25])[NH2:12])[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178450982HCID 178450982, compound

Product 1

HCID 178450989HCID 178450989, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

After N-benzyloxycarbonyl-L-leucyl-L-argininal dibutylacetal hydrochloride (0.92 g, 1.60 mmol) 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 0.56 g (80%) of L-leucyl-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-4f77d7eeecc14b5f946fadc265509be2
Source dataset
uspto-grants-1996_04
Patent number
US05508385

Reaction notes

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