HCID 178418361, compound → HCID 178450983, compound

HRID 1720994Notes

Reaction equation

HRID 1720994 reaction equation
[ClH:1].[CH2:2]([O:6][CH:7]([O:32][CH2:33][CH2:34][CH2:35][CH3:36])[C@H:8]([CH2:25][CH2:26][CH2:27][NH:28][C:29](=[NH:31])[NH2:30])[NH:9][C:10](=[O:24])[C@H:11]([CH3:23])[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:32][CH2:33][CH2:34][CH2:35][CH3:36])[C@H:8]([CH2:25][CH2:26][CH2:27][NH:28][C:29](=[NH:30])[NH2:31])[NH:9][C:10](=[O:24])[C@H:11]([CH3:23])[NH2:12])[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178450986HCID 178450986, compound

Product 1

HCID 178450983HCID 178450983, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

After N-benzyloxycarbonyl-L-alanyl-L-argininal dibutylacetal hydrochloride (0.45 g, 0.85 mmol) was dissolved in methanol (25 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 0.33 g (97%) of L-alanyl-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-9dcde830ab984fe88a39193fa4ecea50
Source dataset
uspto-grants-1996_04
Patent number
US05508385

Reaction notes

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