Glycine → HCID 15162334, compound

HRID 1068883Notes

Reaction equation

HRID 1068883 reaction equation
O1CCOCC1.Cl[C:8]([O:10][CH2:11][CH:12]([CH3:14])[CH3:13])=[O:9].[NH2:15][CH2:16][C:17]([OH:19])=[O:18]>[OH-].[Na+]>[CH2:11]([O:10][C:8]([NH:15][CH2:16][C:17]([OH:19])=[O:18])=[O:9])[CH:12]([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 750GlycineHCID 312751,4-DioxaneHCID 62365Isobutyl chloroformate

Product 1

HCID 15162334HCID 15162334, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

4.3 ml of dioxane and 872 μl (6.66 mmol) of isobutyl chloroformate are added to a solution of 500 mg (6.66 mmol) of glycine in 14 ml of 2N NaOH solution. The mixture is stirred overnight at RT and then extracted with methylene chloride. The aqueous phase is acidified with 4N HCl solution and extracted twice with methylene chloride. Drying (Na2SO4) and concentration of the extracts by evaporation yield N-isobutyloxycarbonyl-glycine; FAB-MS: (M+H)+=176; 1H-NMR (CDCl3) 8.0 (sb), 6.93 and 5.21 (2m, 1H), 4.02 and 3.88 (2m, each 2H), 1.93 (m, 1H), 0.94 (d, J=7, 6H).

Workup

  1. extractionextracted with methylene chloride
  2. extractionextracted twice with methylene chloride
  3. dry with materialDrying (Na2SO4) and concentration of the extracts
  4. customby evaporation

Sources & evidence

ORD record
ord-2f6f5ab6ff6a49b893006912d1a0d8ab
Source dataset
uspto-grants-2001_06
Patent number
US06251911B1

Reaction notes

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