Triethylamine → 4-Ethyl 1-(phenylmethyl) (2S)-2-methyl-1,4-piperazinedicarboxylate

HRID 1970547

Reaktionsgleichung

Reaktionsgleichung von HRID 1970547
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][C@@H:12]1[CH3:17])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27]>ClCCl>[CH2:29]([O:28][C:26]([N:14]1[CH2:15][CH2:16][N:11]([C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])[C@@H:12]([CH3:17])[CH2:13]1)=[O:27])[CH3:30]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 40425199Benzyl (2S)-2-methylpiperazine-1-carboxylate

Produkt 1

HCID 668543584-Ethyl 1-(phenylmethyl) (2S)-2-methyl-1,4-piperazinedicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 3.0 g (S)-2-Methyl-piperazine-1-carboxylic acid benzyl ester hydrotrifluoroacetate in 17 ml dichloromethane were added at 0° C. 7.1 ml triethylamine and 1.2 ml ethyl chloroformate. After 12 h the reaction mixture was diluted with dichloromethane and extracted with 0.1 M HCl and saturated aqueous NaHCO3. The organic layer was dried over MgSO4 and the crude product obtained after evaporation purified by chromatography on silica using heptane/ethyl acetate 2/1 as eluent. Yield: 3.5 g.

Aufarbeitung

  1. extractionextracted with 0.1 M HCl and saturated aqueous NaHCO3
  2. dry with materialThe organic layer was dried over MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-fcdf6249c60a43a58a209019ce3af569
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08426420B2

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