HCID 36690719, compound → HCID 13131507, compound

HRID 373643Notes

Reaction equation

HRID 373643 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@@H:2]([C:10]([NH:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO.[Pd]>[NH2:1][C@@H:2]([C:10]([NH:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 36690719HCID 36690719, compound

Product 1

HCID 13131507HCID 13131507, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

CBZ-D-Phe-Gly-OMe (9.5 9. 26 mmol) was dissolved in MeOH (150 ml) and subjected to hydrogenolysis in the presence of 10% Pd/C (1 g) and H2 -atmosphere (balloon filled with H2) for 4 h at room temperature. At the end, the catalyst was removed by filtration through a celite bed and the removal of MeOH under reduced pressure gave 6 g of D-Phe-Gly-OMe (≈100%, crude yield).

Workup

  1. customAt the end, the catalyst was removed by filtration through a celite bed
  2. customthe removal of MeOH under reduced pressure

Sources & evidence

ORD record
ord-3756f6b313b74b4bbfee7dae43975b88
Source dataset
uspto-grants-1992_11
Patent number
US05164388

Reaction notes

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