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

HRID 1679829Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1679829
[CH3:1][C@@H:2]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[C@H:3]([NH:8]C(OCC1C=CC=CC=1)=O)[C:4]([O:6][CH3:7])=[O:5]>C(O)(=O)C.[C].[Pd]>[NH2:8][C@H:3]([C:4]([O:6][CH3:7])=[O:5])[C@@H:2]([CH3:1])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21]

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 178418390HCID 178418390, VerbindungKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

12.92 Grams (40 mmols) of Z-Thr-(tBu)-OMe in 200 ml of glacial acetic acid and 3 g of palladium carbon (10% Pd) are hydrogenated at room temperature. The absorption of hydrogen ceases after one hour. The catalyst is filtered off and the filtrate evaporated at 35° C. in a water-jet vacuum. The residue is dried in a high vacuum at 35° C. and yields 7.3 g of an oil which is unitary according to its thin-layer chromatogram and can be further used as it is.

Aufarbeitung

  1. customare hydrogenated at room temperature
  2. customThe absorption of hydrogen ceases after one hour
  3. filtrationThe catalyst is filtered off
  4. customthe filtrate evaporated at 35° C. in a water-jet vacuum
  5. customThe residue is dried in a high vacuum at 35° C.

Quellen und Nachweise

ORD-Eintrag
ord-7223f394e67d4e9f831bd7028814d954
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04271068

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