Ethanolamine → (4S)-2-(4-(methoxycarbonyl)-2-methylphenylimino)-4-isobutyl-1,3-thiazolidine

HRID 276455

Reaktionsgleichung

Reaktionsgleichung von HRID 276455
O[CH2:2][C@@H:3]([NH2:8])[CH2:4][CH:5]([CH3:7])[CH3:6].COC(=O)[C@H](CC(C)C)N.OCCN.[CH3:23][O:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([N:33]=[C:34]=[S:35])=[C:29]([CH3:36])[CH:28]=1)=[O:26]>>[CH3:23][O:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([N:33]=[C:34]2[NH:8][C@@H:3]([CH2:4][CH:5]([CH3:7])[CH3:6])[CH2:2][S:35]2)=[C:29]([CH3:36])[CH:28]=1)=[O:26]

Komponenten

5

Edukt 4

HCID 700EthanolamineHCID 65105(+)-L-Leucine methyl esterHCID 111307L-LeucinolHCID 18316033Methyl 4-isothiocyanato-3-methylbenzoate

Produkt 1

HCID 178498123(4S)-2-(4-(methoxycarbonyl)-2-methylphenylimino)-4-isobutyl-1,3-thiazolidine

Versuchsvorschrift

(1S)-1-(Hydroxymethyl)-3-methyl butylamine was made from (L)-leucine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (1S)-1-(chloromethyl)-3-methylbutanammonium chloride as described in Method B7a. 4-(Methoxycarbonyl)-2-methylphenyl isothiocyanate was reacted with (1S)-1-(chloromethyl)-3-methylbutanammonium chloride according to Method C1a to give (4S)-2-(4-(methoxycarbonyl)-2-methylphenylimino)-4-isobutyl-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to give (4S)-2-(4-(methoxycarbonyl)-2-methylphenylimino)-3,4-diisobutyl-1,3-thiazolidine.

Quellen und Nachweise

ORD-Eintrag
ord-bd6905299a5f4abb92b094b1cb782c11
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06353006B1

Verknüpfte Notizen

Wird geladen…