Ubenimex → L-Leucine

HRID 437009

Reaktionsgleichung

Reaktionsgleichung von HRID 437009
[CH3:1][CH:2]([CH2:4][C@H:5]([NH:9]C([C@@H](O)[C@H](N)CC1C=CC=CC=1)=O)[C:6]([OH:8])=[O:7])[CH3:3]>Cl>[NH2:9][C@H:5]([C:6]([OH:8])=[O:7])[CH2:4][CH:2]([CH3:3])[CH3:1]

Komponenten

3

Edukt 1

HCID 72172Ubenimex

Produkt 1

HCID 6106L-Leucine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

The hydrolysis of bestatin in 6N HCl at 100° C. for 18 hours yields L-leucine and an unusual amino acid. The ratio of these amino acids is 1:1. Bestatin gives positive Rydon-Smith and ninhydrin reactions. The amino acid sequence of bestatin shown in the structure was elucidated by fragmentation pattern in mass spectrum of bestatin methyl ester hydrochloride. Thus, the structure of bestatin is (2S,3R)-3-amino-2-hydroxy-4-phenylbutyryl-L-leucine.

Quellen und Nachweise

ORD-Eintrag
ord-4b35802d46464e9cb7248cada345d15e
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04029547

Verknüpfte Notizen

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