Z-Thr(tbu)-ome → (2S,3R)-Methyl 2-amino-3-(tert-butoxy)butanoate

HRID 1580865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1580865
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:10]([O:12][CH3:13])=[O:11])[C@@H:3]([CH3:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6]>C(O)(=O)C.[Pd]>[NH2:1][C@H:2]([C:10]([O:12][CH3:13])=[O:11])[C@@H:3]([CH3:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6]

Komponenten

4

Edukt 1

HCID 59113197Z-Thr(tbu)-ome

Produkt 1

HCID 7018834(2S,3R)-Methyl 2-amino-3-(tert-butoxy)butanoateAusbeute 96,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

12.92 g (40 mmols) of Z-Thr(tBu)-OMe are hydrogenated in 200 ml of glacial acetic acid and 3 g of Pd on charcoal (10 %) at room temperature. The absorption of hydrogen is complete after 1 hour. The solution is freed of the catalyst by filtration and is evaporated under a waterpump vacuum at 35°C. After drying in a high vacuum at 35°C, 7.3 g of an oil result which according to a thin layer chromatogram is homogeneous and is directly used further.

Aufarbeitung

  1. customat room temperature
  2. customThe absorption of hydrogen
  3. filtrationThe solution is freed of the catalyst by filtration
  4. customis evaporated under a waterpump vacuum at 35°C
  5. customAfter drying in a high vacuum at 35°C

Quellen und Nachweise

ORD-Eintrag
ord-69fd7e875c5648beb449ca80ca2b612a
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03934008

Notizen zur Reaktion

Wird geladen…