Z-DTrp-betaAla-OEt → DTrp-betaAla-OEt

HRID 1757299Notes

Reaction equation

HRID 1757299 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@@H:2]([C:13]([NH:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[H][H]>CO.[Pd]>[NH2:1][C@@H:2]([C:13]([NH:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1

Participants

5

Reactant 2

HCID 131719105Z-DTrp-betaAla-OEtHCID 178418361HCID 178418361, compound

Product 1

HCID 131719106DTrp-betaAla-OEtYield 99.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound obtained in (1) (650 mg) was dissolved in methanol (10 ml) and 10% Pd-C (118 mg) was added. The resulting mixture was vigorously stirred at room temperature under atmospheric pressure of hydrogen overnight. The catalyst was filtered off through Celite and the filtrate was concentrated under reduced pressure to give the product (450 mg).

Workup

  1. filtrationThe catalyst was filtered off through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-964d0991f98448b1b837a6dfb5f4b22f
Source dataset
uspto-grants-1995_08
Patent number
US05444152

Reaction notes

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