N-(tert-butoxycarbonyl)-L-aspartic acid → (S)-tert-Butyl (2,5-dioxotetrahydrofuran-3-yl)carbamate

HRID 613218

Reaktionsgleichung

Reaktionsgleichung von HRID 613218
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:14]([OH:16])=[O:15])[CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2]>O1CCCC1>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:14](=[O:15])[O:16][C:11](=[O:13])[CH2:10]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Komponenten

3

Edukt 1

HCID 99718N-(tert-butoxycarbonyl)-L-aspartic acid

Produkt 1

HCID 13657126(S)-tert-Butyl (2,5-dioxotetrahydrofuran-3-yl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 23.3 g N-t-butyloxycarbonyl-L-aspartic acid in 150 mL of tetrahydrofuran was added portionwise 20.6 g of N,N-dicyclohexyl-carbodiimide at 0° C. and overnight at room temperature. The precipitated dicyclohexyl urea was filtered off and all solvent was evaporated under reduced pressure. The oily residue was crystallized from acetone/hexane to give 18.24 g of anydride as white needles.

Aufarbeitung

  1. customovernight
  2. customat room temperature
  3. filtrationThe precipitated dicyclohexyl urea was filtered off
  4. customall solvent was evaporated under reduced pressure
  5. customThe oily residue was crystallized from acetone/hexane
  6. customto give 18.24 g of anydride as white needles

Quellen und Nachweise

ORD-Eintrag
ord-671e327625df43ec844fd6ebc60ff142
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06008058

Verknüpfte Notizen

Wird geladen…