HCID 129777790, compound → HCID 131731048, compound

HRID 2043569Notes

Reaction equation

HRID 2043569 reaction equation
C([O:8][NH:9][CH2:10][C:11]([NH:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][CH2:17][CH2:18][NH2:19])=[O:12])C1C=CC=CC=1>FC(F)(F)CO.[Pd]>[OH:8][NH:9][CH2:10][C:11]([NH:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][CH2:17][CH2:18][NH2:19])=[O:12]

Participants

4

Reactant 1

HCID 129777790HCID 129777790, compound

Product 1

HCID 131731048HCID 131731048, compoundYield 310.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 64092,2,2-TrifluoroethanolSolvent

Procedure

BnO-GlyLys [α-CO-3,5-Ph(CO2Me)2] [ε-Glu] [α-Boc] [γ-CO2Me] (90 mg, 0.119 mmol) was dissolved in 2,2,2-trifluoroethanol (4 ml) and stirred at room temperature. Non-Degussa Pd/C (10%, 0.030 mmol, 32 mg) was added to the degassed solution and the system was stirred under hydrogen gas (1 atm) for 24 h. The catalyst was removed by filtration and the filtrate was concentrated to dryness to give HO-GlyLys [α-CO-3,5-Ph(CO2Me)2] [ε-Glu] [α-Boc] [γ-CO2Me] as an orange glass (81 mg, 102%).

Workup

  1. stirringthe system was stirred under hydrogen gas (1 atm) for 24 h
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-2345bf0103d24a47a23b257e562219f6
Source dataset
uspto-grants-2013_11
Patent number
US08586705B2

Reaction notes

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