Dicyclohexylcarbodiimide → Thyroxine

HRID 435514

Reaktionsgleichung

Reaktionsgleichung von HRID 435514
C(O[NH:6][C@H:7]([C:27]([OH:29])=[O:28])[CH2:8][C:9]1[CH:16]=[C:14]([I:15])[C:13]([O:17][C:18]2[CH:25]=[C:23]([I:24])[C:22]([OH:26])=[C:20]([I:21])[CH:19]=2)=[C:11]([I:12])[CH:10]=1)(C)(C)C.ON1C(=O)CCC1=O.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[NH2:6][C@H:7]([C:27]([OH:29])=[O:28])[CH2:8][C:9]1[CH:10]=[C:11]([I:12])[C:13]([O:17][C:18]2[CH:19]=[C:20]([I:21])[C:22]([OH:26])=[C:23]([I:24])[CH:25]=2)=[C:14]([I:15])[CH:16]=1

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 54358334HCID 54358334, Verbindung

Produkt 1

HCID 5819Thyroxine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1.23 g (1.4 mmoles) of N-(tert-butoxy)-L-thyroxine and 0.16 g (1.4 mmoles) of N-hydroxysuccinimide are dissolved in 20 mL dimethylformamide. 0.31 g (1.5 mmoles) of dicyclohexyl carbodiimide is added to the solution which is then stirred at room temperature for 18 h. The urea precipitated during the reaction is removed by filtration and the filtrate, containing the active ester, is stored at -20° C.

Aufarbeitung

  1. customThe urea precipitated during the reaction
  2. customis removed by filtration
  3. additionthe filtrate, containing the active ester
  4. customis stored at -20° C.

Quellen und Nachweise

ORD-Eintrag
ord-766db094727d4f78be203c00f89a3ea5
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04401765

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