HCID 86617541, compound → HCID 67460678, compound

HRID 554148Notes

Reaction equation

HRID 554148 reaction equation
[CH3:1][CH:2]([CH2:12][C:13]([O:15]CC)=O)[C@@H:3]([C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6])[NH2:4]>C1(C)C=CC=CC=1>[CH3:1][CH:2]1[CH2:12][C:13](=[O:15])[NH:4][C@@H:3]1[C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6]

Participants

3

Reactant 1

HCID 86617541HCID 86617541, compound

Product 1

HCID 67460678HCID 67460678, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

1-(1,1-Dimethylethyl) 5-ethyl 3-methylglutamate (1.1 g, 4.5 mmol) was left to stand, attached to a high vacuum line, overnight and then over a weekend. Starting material was still evident at this stage so toluene (30 ml) was added and the resulting mixture was heated at 110° C. overnight. Evaporation gave 1,1-dimethylethyl 3-methyl-5-oxoprolinate (0.79 g) which was used in the next step without further purification.

Workup

  1. customattached to a high vacuum line, overnight
  2. waitover a weekend
  3. additionwas added
  4. customEvaporation

Sources & evidence

ORD record
ord-ddbda6fa90264151a25c991e35963f97
Source dataset
uspto-grants-2011_11
Patent number
US08048907B2

Reaction notes

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