HCID 18922258, compound → HCID 18922260, compound

HRID 1736322Notes

Reaction equation

HRID 1736322 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH:4]([CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])[N:5]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH3:6]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:19])[CH:4]([CH2:14][CH2:15][CH:16]([CH3:17])[CH3:18])[N:5]([C:7]([O:9][C:10]([CH3:11])([CH3:12])[CH3:13])=[O:8])[CH3:6]

Participants

4

Reactant 1

HCID 18922258HCID 18922258, compound

Product 1

HCID 18922260HCID 18922260, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of N-t-butoxycarbonyl-2-(3-methyl-2-butenyl)-sarcosine methyl ester (22.1 g, 81.44 mmol) in 400 ml of methanol under nitrogen was cooled to 0° C. and 1.5 g of 10% Pd/C was added. The mixture was placed into a Parr Apparatus and hydrogenated at 50 psi for 6 hours. The catalyst was removed on a pad of CELITE® and the filtrate was concentrated in vacuo to afford 22.04 g (99%) of N-t-butoxycarbonyl-2-(3-methylbutyl)-sarcosine methyl ester as an oil.

Workup

  1. customThe catalyst was removed on a pad of CELITE®
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-26e51cbe142641e0af55a7698269e4b2
Source dataset
uspto-grants-1996_07
Patent number
US05541168

Reaction notes

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