Hydrochloric Acid → HCID 131711700, Verbindung

HRID 2052273Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2052273
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@@H:32]([C:39]([NH2:41])=[O:40])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30])[CH2:25][C:26](=[O:28])[OH:27])=[O:22])[CH2:17][CH2:18][CH2:19][CH3:20])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[ClH:49].SC(O)C>O1CCOCC1>[NH2:1][C@H:2]([C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@@H:32]([C:39]([NH2:41])=[O:40])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30])[CH2:25][C:26](=[O:27])[OH:28])=[O:22])[CH2:17][CH2:18][CH2:19][CH3:20])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[ClH:49]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 4713212Mercapto-ethanolHCID 131711697HCID 131711697, Verbindung

Produkt 1

HCID 131711700HCID 131711700, VerbindungAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2.20 g (3.32 mmoles) of BOC-Trp-Nle-Asp-D-Phg-NH2 are treated with 25 ml of 4 n hydrochloric acid in dioxane in the presence of 1.20 ml (17 mmoles) of mercaptoethanol. After 15 minutes the solution is evaporated in vacuo, the residue is triturated with ether, and the solid is filtered off. 1.99 g (99.0%) of H-Trp-Nle-Asp-D-Phg-NH2.HCl are obtained; m.p.: 217°-221° C. (decomposition), Rf7 :0.35, [α]D :-54.2° (c: 1.0, in dimethyl formamide).

Aufarbeitung

  1. customAfter 15 minutes the solution is evaporated in vacuo
  2. customthe residue is triturated with ether
  3. filtrationthe solid is filtered off

Quellen und Nachweise

ORD-Eintrag
ord-ee3ef9bcea594fca964243d3187c2396
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04183909

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