Ethanolamine → 2-(4-Nitrophenylimino)-3,5-diisobutyl-1,3-thiazolidine

HRID 276432

Reaktionsgleichung

Reaktionsgleichung von HRID 276432
O[CH2:2][C@@H:3](N)[CH2:4][CH:5]([CH3:7])[CH3:6].COC(=O)[C@H](CC(C)C)N.OCCN.CC(C)C[C@H](NCC(C)C)CO.[Cl-].[CH2:36]([NH3+:40])[CH:37]([CH3:39])[CH3:38].[N+:41]([C:44]1[CH:49]=[CH:48][C:47]([N:50]=[C:51]=[S:52])=[CH:46][CH:45]=1)([O-:43])=[O:42]>>[N+:41]([C:44]1[CH:45]=[CH:46][C:47]([N:50]=[C:51]2[N:40]([CH2:36][CH:37]([CH3:39])[CH3:38])[CH2:2][CH:3]([CH2:4][CH:5]([CH3:7])[CH3:6])[S:52]2)=[CH:48][CH:49]=1)([O-:43])=[O:42]

Komponenten

7

Edukt 6

HCID 700EthanolamineHCID 21133Isobutylaminehydrochloride2×HCID 65105(+)-L-Leucine methyl esterHCID 75044Benzene, 1-isothiocyanato-4-nitro-HCID 111307L-LeucinolHCID 22951222(2S)-4-methyl-2-(isobutylamino)pentanol

Produkt 1

HCID 183165052-(4-Nitrophenylimino)-3,5-diisobutyl-1,3-thiazolidine

Versuchsvorschrift

(1S)-1-(Hydroxymethyl)-3-methylbutylamine was made from (L)-leucine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (2S)-4-methyl-2-(isobutylamino)pentanol as described in Method B4c, Steps 1-2. The alcohol was converted to N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride as described in Method B7c. 4-Nitrophenyl isothiocyanate was reacted with N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride according to Method C1f to give 2-(4-nitrophenylimino)-3,5-diisobutyl-1,3-thiazolidine.

Quellen und Nachweise

ORD-Eintrag
ord-fca18c3d6f2b45a09b90cc168c051360
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06353006B1

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