1,1'-Carbonyldiimidazole → Ethyl (2S)-2-((4S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl)pentanoate

HRID 1352805Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1352805
[CH3:1][CH2:2][CH2:3][C@H:4]([NH:10][C@H:11]([C:13]([OH:15])=[O:14])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:16](N1C=CN=C1)(N1C=CN=C1)=[O:17]>C1(C)C=CC=CC=1>[CH3:12][C@H:11]1[C:13](=[O:15])[O:14][C:16](=[O:17])[N:10]1[C@@H:4]([CH2:3][CH2:2][CH3:1])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 10015159(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoic acid

Produkt 1

HCID 11276570Ethyl (2S)-2-((4S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl)pentanoateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Introduce into a reactor, at 0° C., 200 g of N-[(S)-ethoxycarbonyl-1-butyl]-(S)-alanine, 1.5 litres of toluene, and then 184 g of 1,1′-carbonyldiimidazole, then bring the temperature of the reaction mixture to 20° C. After stirring for 1 hour at 20° C., cool the mixture to 0° C. again, filter off the precipitate obtained, then evaporate the filtrate to yield the title product in a yield of 90%.

Aufarbeitung

  1. additionIntroduce into a reactor, at 0° C.
  2. customto 20° C
  3. temperaturecool the mixture to 0° C. again
  4. filtrationfilter off the precipitate
  5. customobtained
  6. customevaporate the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-c857138a72da472892bcf35e11aad0ef
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220776B2

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