D-Tartaric acid → L-Malic Acid

HRID 4778

Reaktionsgleichung

Reaktionsgleichung von HRID 4778
[C@@H:1]([OH:10])([C:7]([OH:9])=[O:8])[C@H:2](O)[C:3]([OH:5])=[O:4]>CO>[C:7]([OH:9])(=[O:8])[C@H:1]([CH2:2][C:3]([OH:5])=[O:4])[OH:10]

Komponenten

3

Edukt 1

HCID 439655D-Tartaric acid

Produkt 1

HCID 222656L-Malic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

One of the intermediates, (S)-1-methyl-3-pyrrolidinol, was synthetized with retention of optical purity as shown in Chart IX starting with (S)-malic acid. The (S)-1-methyl-3-pyrrolidinol was shown to be dextrorotatory. As an alternative method of obtaining the resolved isomers of 1-methyl-3-pyrrolidinol, the racemic mixture was treated with (2S,3S)-tartaric acid in methanol. The resulting crystals, after one recrystallization, were converted to the base. This base was the dextrorotatory (S)-1-methyl-3-pyrrolidinol identical to that produced from (S)-malic acid.

Aufarbeitung

  1. customThe resulting crystals, after one recrystallization

Quellen und Nachweise

ORD-Eintrag
ord-3facba9af3ca4dc89a1396be78296749
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727152

Verknüpfte Notizen

Wird geladen…