Diisopropylcarbodiimide → HCID 68781363, compound

HRID 2262338Notes

Reaction equation

HRID 2262338 reaction equation
[C:1]([NH:14][C@H:15]([C:21]([OH:23])=O)[CH2:16][CH2:17][C:18](=[O:20])[NH2:19])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].ON1C2C=CC=CC=2N=N1.C(N=C=NC(C)C)(C)C>CN(C)C=O>[C:1]([NH:14][CH:15]1[CH2:16][CH2:17][C:18](=[O:20])[NH:19][C:21]1=[O:23])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 16213882N~2~-Dodecanoyl-L-glutamine

Product 1

HCID 68781363HCID 68781363, compoundYield 46.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

18.0 g of N-lauroyl-L-glutamine was dissolved in 52.6 mL of dimethylformamide, and 5.50 g of 1-hydroxybenzotriazole was added to it, then 6.90 g of diisopropylcarbodiimide was added thereto and reacted at 50° C. Dimethylformamide was concentrated under reduced pressure, then the reaction mixture was suspended in methanol, the insoluble matter was collected by filtration to obtain 7.88 g of 2-(lauroylamino)glutarimide.

Workup

  1. customreacted at 50° C
  2. concentrationDimethylformamide was concentrated under reduced pressure
  3. filtrationthe insoluble matter was collected by filtration

Sources & evidence

ORD record
ord-1375a7d88fad4eb3aab38887f6417b28
Source dataset
uspto-grants-2010_12
Patent number
US07850955B2

Reaction notes

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