HCID 54494529, compound → (2S)-2-Amino-N,3,3-trimethylbutanamide

HRID 726875Notes

Reaction equation

HRID 726875 reaction equation
[CH3:1][C:2]([CH3:18])([CH3:17])[C@H:3]([NH:8][C@H](C1C=CC=CC=1)C)[C:4]([NH:6][CH3:7])=[O:5]>CO.[Pd]>[CH3:7][NH:6][C:4](=[O:5])[C@H:3]([C:2]([CH3:18])([CH3:17])[CH3:1])[NH2:8]

Participants

4

Reactant 1

HCID 54494529HCID 54494529, compound

Product 1

HCID 445856(2S)-2-Amino-N,3,3-trimethylbutanamideYield 98.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 12.4 g (50 mmol) of (S)-3,3,N-trimethyl-2-[(S)-1-phenylethylamino]-butyramide in 206 ml of methanol was hydrogenated in a 380 ml autoclave in the presence of 1.2 g of 5 percent Pd/C at 50° C. and under a pressure of 4 bar for 6 hours. After pressure release the catalyst was filtered off and the filtrate was evaporated to dryness. There were obtained 7.1 g (98.5%) of (S)-N-methyl-tert-leucinamide as white crystals, 99.2% e.e.

Workup

  1. filtrationAfter pressure release the catalyst was filtered off
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-a0bfd6558351437f8762084bf8f79b2b
Source dataset
uspto-grants-1998_01
Patent number
US05710322

Reaction notes

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