Pivalaldehyde → N-neopentylidene-L-alanine ethyl ester

HRID 47595

Reaktionsgleichung

Reaktionsgleichung von HRID 47595
[CH2:1]([O:3][C:4](=[O:8])[C@H:5]([CH3:7])[NH2:6])[CH3:2].[O-]S([O-])(=O)=O.[Mg+2].[CH:15](=O)[C:16]([CH3:19])([CH3:18])[CH3:17]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:8])[C@H:5]([CH3:7])[N:6]=[CH:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH3:2]

Komponenten

5

Edukt 3

HCID 12417PivalaldehydeHCID 24083Sulfuric acid magnesium salt (1:1)HCID 76507L-Alanine ethyl ester

Produkt 1

HCID 11412788N-neopentylidene-L-alanine ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Step-2. L-Alanine ethyl ester from step-1 (9 g) was dissolved in 150 ml anhydrous CH2Cl2. The solution was cooled to 0° C. MgSO4 (10.17 g) was added to the solution followed by addition of pivalaldehyde (6.95 g). The reaction mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was filtered and the filtrate was evaporated to give 11.2 g of N-neopentylidene-L-alanine ethyl ester. The product was used for next step without further purification. MS: 186 (MH+).

Aufarbeitung

  1. temperatureto warm to room temperature
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ab9b76fdbc7743159f62fc351f2ad4f3
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699888B2

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