Triethylamine → (S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate

HRID 1283774

Reaktionsgleichung

Reaktionsgleichung von HRID 1283774
[CH3:1][O:2][C:3]([NH:5][C@H:6]([C:14]([OH:16])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].[CH2:17](N(CC)CC)C.COC(ON=C(C#N)C(OCC)=O)=O>C(Cl)(Cl)Cl>[CH3:17][O:15][C:14](=[O:16])[C@H:6]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH:5][C:3]([O:2][CH3:1])=[O:4]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 13048311N-(Methoxycarbonyl)-L-phenylalanineHCID 54529457Ethyl 2-methoxycarbonyloxyimino-2-cyanoacetate

Produkt 1

HCID 10609905(S)-Methyl 2-((methoxycarbonyl)amino)-3-phenylpropanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a suspension of N-methoxycarbonyl-L-phenylalanine (1.65 g) and triethylamine (2.8 ml) in dry chloroform (15 ml), ethyl 2-methoxycarbonyloxyimino-2-cyanoacetate (4.0 g) is added, and the resulting mixture is stirred at room temperature for 2 hours. The reaction mixture is treated as in Example B to give N-methoxycarbonyl-L-phenylalanine methyl ester (1.2 g) as an oil.

Aufarbeitung

  1. additionis added
  2. additionThe reaction mixture is treated as in Example B

Quellen und Nachweise

ORD-Eintrag
ord-eb4b89aa01e84856b720efd2f17fa960
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03976635

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