Hydrochloric Acid → methyl (2S)-2-amino-3-(4-phenylphenyl)propanoate hydrochloride

HRID 466230

Reaktionsgleichung

Reaktionsgleichung von HRID 466230
C(OC([NH:8][C@@H:9]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)[C:10]([O:12][CH3:13])=[O:11])=O)(C)(C)C.[ClH:27]>C(OCC)(=O)C>[ClH:27].[NH2:8][C@@H:9]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)[C:10]([O:12][CH3:13])=[O:11]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 10286882(S)-Methyl 3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoate

Produkt 1

HCID 45357110methyl (2S)-2-amino-3-(4-phenylphenyl)propanoate hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

To a solution of methyl (S)-2-(t-butoxycarbonylamino)-3-(4-biphenylyl)-propionate (1.25 mmol) in ethyl acetate (2 mL), is added a saturated solution of anhydrous hydrogen chloride in ethyl acetate (4.5 mL). The solution is stirred at room temperature for 3 hours. The reaction mixture is concentrated to obtain methyl (S)-2-amino-3-(4-biphenylyl)-propionate hydrochloride, m.p. 205°-207°; [60 ]D20 +11.8° (c=1, CH3OH), also named (S)-(4-biphenyl)-alanine methyl ester hydrochloride.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-3ac132f0900446a5a608d87cd49c088d
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05155100

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