Hydrochloric Acid → (S)-2-amino-3-hydroxy-N-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethyl}propionamide

HRID 1401866Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1401866
Cl.C(OC(=O)[NH:8][C@H:9]([C:12](=[O:35])[NH:13][CH2:14][CH2:15][C:16]1[S:17][CH:18]=[C:19]([C:21]2[CH:30]=[CH:29][C:28]3[C:27]([CH3:32])([CH3:31])[CH2:26][CH2:25][C:24]([CH3:34])([CH3:33])[C:23]=3[CH:22]=2)[N:20]=1)[CH2:10][OH:11])(C)(C)C>O1CCOCC1>[NH2:8][C@@H:9]([CH2:10][OH:11])[C:12]([NH:13][CH2:14][CH2:15][C:16]1[S:17][CH:18]=[C:19]([C:21]2[CH:30]=[CH:29][C:28]3[C:27]([CH3:32])([CH3:31])[CH2:26][CH2:25][C:24]([CH3:34])([CH3:33])[C:23]=3[CH:22]=2)[N:20]=1)=[O:35]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 67324809((S)-2-hydroxy-1-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylcarbamoyl}ethyl)carbamic acid tert-butyl ester

Produkt 1

HCID 67322250(S)-2-amino-3-hydroxy-N-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethyl}propionamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The protecting group is cleaved off as already described using HCl in dioxane starting from 82 mg (0.16 mmol) of ((S)-2-hydroxy-1-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylcarbamoyl}ethyl)carbamic acid tert-butyl ester from step c. The product is purified by means of preparative HPLC and is in the form of the formate.

Aufarbeitung

  1. customThe product is purified by means of preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-b8317bcc5a754a2589d1ad8df4e5e953
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08907098B2

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