2-Amino-3-hydroxybutanoic acid → N-(2,3,4,5,6-pentahydroxy-hexyl)-DL-threonine

HRID 438005

Reaktionsgleichung

Reaktionsgleichung von HRID 438005
O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[NH2:13][CH:14]([C:18]([OH:20])=[O:19])[CH:15]([CH3:17])[OH:16].CO>[Ni].[Pd].O>[OH:4][CH:3]([CH:5]([OH:6])[CH:7]([OH:8])[CH:9]([OH:10])[CH2:11][OH:12])[CH2:2][NH:13][CH:14]([C:18]([OH:20])=[O:19])[CH:15]([CH3:17])[OH:16]

Komponenten

7

Edukt 3

HCID 2052-Amino-3-hydroxybutanoic acidHCID 887MethanolHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Produkt 1

HCID 21427714N-(2,3,4,5,6-pentahydroxy-hexyl)-DL-threonine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 935NickelKatalysatorHCID 23938PalladiumKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

The starting materials were D-glucose and DL-threonine. The reductive amination was carried out using Raney nickel or palladium/activated carbon (10%) and yielded a product having a melting point of 219° C. (decomposition) and a RF -value of 0.67 (determined on DC-finished plates of silica gel G (Merck) with a transporting fluid made up of 75 parts by volume of methanol and 25 parts by volume of water).

Aufarbeitung

  1. customyielded a product

Quellen und Nachweise

ORD-Eintrag
ord-0045e3d370ba48e49958eaef34400e88
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04032676

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