Benzyl O-(O-benzyl-N-benzyloxycarbonyl-L-serinyl)-N-trifluoroacetyl-L-serinate → O-(L-serinyl)-N-trifluoroacetyl-L-serine

HRID 2165227Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2165227
C([O:8][CH2:9][C@@H:10]([C:22]([O:24][CH2:25][C@@H:26]([C:34]([O:36]CC1C=CC=CC=1)=[O:35])[NH:27][C:28](=[O:33])[C:29]([F:32])([F:31])[F:30])=[O:23])[NH:11]C(OCC1C=CC=CC=1)=O)C1C=CC=CC=1>[Pd].C(O)(=O)C>[NH2:11][C@H:10]([C:22]([O:24][CH2:25][C@@H:26]([C:34]([OH:36])=[O:35])[NH:27][C:28](=[O:33])[C:29]([F:32])([F:31])[F:30])=[O:23])[CH2:9][OH:8]

Komponenten

4

Edukt 1

HCID 18639970Benzyl O-(O-benzyl-N-benzyloxycarbonyl-L-serinyl)-N-trifluoroacetyl-L-serinate

Produkt 1

HCID 18640004O-(L-serinyl)-N-trifluoroacetyl-L-serine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of benzyl O-(O-benzyl-N-benzyloxycarbonyl-L-serinyl)-N-trifluoroacetyl-L-serinate (1 g) and 10% palladium on activated carbon (1 g) in acetic acid (30 ml) was hydrogenated under hydrogen at 40 psi at room temperature for 6 hours. The reaction mixture was filtered with Celite (filter aid, trade mark, made by Nakarai Chemicals) and the filtrate was concentrated in vacuo and the residue was diluted with water (50 ml) and lyophylized to give O-(L-serinyl)-N-trifluoroacetyl-L-serine (430 ml).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered with Celite (filter aid, trade mark, made by Nakarai Chemicals)
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionthe residue was diluted with water (50 ml)

Quellen und Nachweise

ORD-Eintrag
ord-d644a460fa7b466aabd2d7754067c494
Quelldatensatz
uspto-grants-1990_07
Patentnummer
US04939241

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