Hydrochloric Acid → Z-Thr(But)-Ser(But)-OMe

HRID 1731231Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731231
[NH:1]([C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21])[C@H:2]([C:10]([O:12]N1C(=O)CCC1=O)=O)[C@@H:3]([CH3:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6].[NH2:30][C@H:31]([C:38]([O:40][CH3:41])=[O:39])[CH2:32][O:33][C:34]([CH3:37])([CH3:36])[CH3:35].Cl.C(OCC)(=O)C>C(N(CC)CC)C>[NH:1]([C:20]([O:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:21])[C@H:2]([C:10]([NH:30][C@H:31]([C:38]([O:40][CH3:41])=[O:39])[CH2:32][O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:12])[C@@H:3]([CH3:9])[O:4][C:5]([CH3:6])([CH3:7])[CH3:8]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 7018830(S)-Methyl 2-amino-3-(tert-butoxy)propanoateHCID 13503275Z-Thr(tBu)-OSU

Produkt 1

HCID 131710554Z-Thr(But)-Ser(But)-OMe

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

16.25 g of Z-Thr(But)-OSu and 8.47 g of H-Ser(But)-OMe. HCl are added to 200 ml of ethyl acetate, 5.6 ml of triethylamine are added at 0°C and the solution is stirred for 15 hours at 20°C and washed with 1 N citric acid, 1 N sodium bicarbonate and water. After drying over sodium sulphate, the solution is evaporated, whereupon the product, which is pure according to thin layer chromatography, is obtained as an oil.

Aufarbeitung

  1. additionare added at 0°C
  2. washwashed with 1 N citric acid, 1 N sodium bicarbonate and water
  3. dry with materialAfter drying over sodium sulphate
  4. customthe solution is evaporated, whereupon the product, which
  5. customis obtained as an oil

Quellen und Nachweise

ORD-Eintrag
ord-be6a612873934733895b42cd6419d82f
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03994871

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