Methyl pyruvate → HCID 86741160, compound

HRID 2118872Notes

Reaction equation

HRID 2118872 reaction equation
[C:1]([NH:8][C@H:9]([C:25]([OH:27])=[O:26])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14]C(OCC1C=CC=CC=1)=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:28]([O:33][CH3:34])(=[O:32])[C:29]([CH3:31])=O>CO.[Pd]>[C:1]([NH:8][C@H:9]([C:25]([OH:27])=[O:26])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][CH:29]([C:28]([O:33][CH3:34])=[O:32])[CH3:31])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

5

Reactant 2

HCID 11748Methyl pyruvateHCID 2724765Boc-Lys(Z)-OH

Product 1

HCID 86741160HCID 86741160, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Dissolve 7.6 g Nα -Boc-Nε -Cbz-L-lysine and 2.04 g methyl pyruvate in 75 ml methanol. Add 2 g 10% palladium on charcoal and hydrogenate at an initial pressure of 40 psig for 3 hours at room temperature. Filter the solution and concentrate the filtrate at aspirator pressure to obtain Nα -Boc-Nε -(1-methoxycarbonylethyl)-L-lysine.

Workup

  1. filtrationFilter the solution
  2. concentrationconcentrate the filtrate at aspirator pressure

Sources & evidence

ORD record
ord-6d0dd6f84cbc4d36a88e5713cf86fed2
Source dataset
uspto-grants-1987_07
Patent number
US04680392

Reaction notes

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