Hydrochloric Acid → 2,6-Dimethyl-L-tyrosyl-N-[(2R)-2-amino-3-phenylpropyl]-D-alaninamide

HRID 1849990

Reaktionsgleichung

Reaktionsgleichung von HRID 1849990
C(OC([NH:8][C@H:9]([C:20]([NH:22][C@@H:23]([C:25]([NH:27][CH2:28][C@H:29]([NH2:37])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:26])[CH3:24])=[O:21])[CH2:10][C:11]1[C:16]([CH3:17])=[CH:15][C:14]([OH:18])=[CH:13][C:12]=1[CH3:19])=O)(C)(C)C.Cl>O1CCOCC1>[CH3:19][C:12]1[CH:13]=[C:14]([OH:18])[CH:15]=[C:16]([CH3:17])[C:11]=1[CH2:10][C@@H:9]([C:20]([NH:22][C@@H:23]([C:25]([NH:27][CH2:28][C@H:29]([NH2:37])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:26])[CH3:24])=[O:21])[NH2:8]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 71229909N-(tert-Butoxycarbonyl)-2,6-dimethyl-L-tyrosyl-N-{(2R)-2-amino-3-phenylpropyl}-D-alaninamide

Produkt 1

HCID 712299072,6-Dimethyl-L-tyrosyl-N-[(2R)-2-amino-3-phenylpropyl]-D-alaninamideAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

N-(tert-Butoxycarbonyl)-2,6-dimethyl-L-tyrosyl-N-{(2R)-2-amino-3-phenylpropyl}-D-alaninamide (203 mg, 0.36 mmol) was dissolved in 1 mL dioxane and hydrogen chloride (4M solution in dioxane, 1 mL, 4 mmol) added and the mixture stirred at room temperature for 16 h. The mixture was evaporated under reduced pressure and the residue purified by preparative HPLC and then freeze dried to provide the title compound (83 mg, 56%) as a white solid.

Aufarbeitung

  1. customThe mixture was evaporated under reduced pressure
  2. customthe residue purified by preparative HPLC
  3. customfreeze dried

Quellen und Nachweise

ORD-Eintrag
ord-aa6ae07089374649a4b4dce49aee91cf
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957025B2

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