Triethylamine → HCID 54211466, compound

HRID 483112Notes

Reaction equation

HRID 483112 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[NH:11][CH2:10][CH2:9][NH:8][C:7]1=[O:12])=[O:5])[CH3:2].Cl[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15].C(N(CC)CC)C>O1CCCC1>[CH2:1]([O:3][C:4]([CH:6]1[N:11]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:10][CH2:9][NH:8][C:7]1=[O:12])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 54552028HCID 54552028, compound

Product 1

HCID 54211466HCID 54211466, compoundYield 52.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a cold (-20° C.) solution of above 2-oxopiperazine-3-carboxylic acid ethyl ester (0.34 g) in tetrahydrofuran are dropwise added benzyl chloroformate (340 mg) and triethylamine (202 mg). After standing for 30 minutes the reaction mixture is concentrated in vacuum, diluted with ethyl acetate, and chromatographed to give oily 2-oxo-4-benzyloxycarbonylpiperazine-3-carboxylic acid ethyl ester (320 mg) as oil.

Workup

  1. concentrationthe reaction mixture is concentrated in vacuum
  2. additiondiluted with ethyl acetate
  3. customchromatographed

Sources & evidence

ORD record
ord-ce9cdce916874336a32d5b15725d1ac3
Source dataset
uspto-grants-1986_03
Patent number
US04578378

Reaction notes

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