HCID 131719062, compound → HCID 54090685, compound

HRID 1450176Notes

Reaction equation

HRID 1450176 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@@H:2]([C:10]([N:12]1[CH2:23][CH2:22][CH2:21][C@H:13]1[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C.[Pd]>[NH2:1][C@@H:2]([C:10]([N:12]1[CH2:23][CH2:22][CH2:21][C@H:13]1[C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 131719062HCID 131719062, compound

Product 1

HCID 54090685HCID 54090685, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of Cbz-D-Phe-Pro-O-t-Bu (29 g, 64 mmol) in ethanol (500 mL) was added 5% Pd/C (14.5 g). The mixture was shaken on a hydrogenation apparatus for 16 h under 60 psi H2. The solution was then filtered through a pad of Celite® and concentrated in vacuo to give 17.5 g (86%) of thick oil.

Workup

  1. filtrationThe solution was then filtered through a pad of Celite®
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c5af7e874f4c4d78b6f8b80f2b901080
Source dataset
uspto-grants-1997_02
Patent number
US05602101

Reaction notes

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