Hydrochloric Acid → benzyl (1S,2S,4S)-4-amino-2-hydroxy-1-[4-(6-methoxy-2-pyridinyl)benzyl]-5-phenylpentylcarbamate

HRID 1174324Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1174324
C(OC([NH:8][C@@H:9]([CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[CH2:10][C@@H:11]1[O:15]C(C)(C)[N:13]([C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])[C@H:12]1[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH3:42])[N:36]=2)=[CH:31][CH:30]=1)=O)(C)(C)C.Cl>C1COCC1.O1CCOCC1>[NH2:8][C@@H:9]([CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[CH2:10][C@H:11]([OH:15])[C@@H:12]([NH:13][C:18](=[O:19])[O:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH3:42])[N:36]=2)=[CH:31][CH:30]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 67407029benzyl (4S,5S)-5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl]-4-[4-(6-methoxy-2-pyridinyl)benzyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Produkt 1

HCID 86599578benzyl (1S,2S,4S)-4-amino-2-hydroxy-1-[4-(6-methoxy-2-pyridinyl)benzyl]-5-phenylpentylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A solution containing the product from Example 119A (0.095 g, 0.14 mmol) in THF (1 mL) was treated with a solution of HCl in dioxane (0.25 mL, 4 N), stirred at 50° C. for 16 hours, cooled and concentrated under reduced pressure. The residue was dissolved in ethanol and concentrated several times to give the title compound as hydrochloride salt, which was used without further purification.

Aufarbeitung

  1. temperaturecooled
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ethanol
  4. concentrationconcentrated several times

Quellen und Nachweise

ORD-Eintrag
ord-8140fe0f28e54b449f4ce32c7a315b89
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834043B2

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