Benzyl Bromide → HCID 11044573, Verbindung

HRID 1612880Notizen

Reaktionsgleichung

[C:1]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[CH2:9](Br)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[CH2:9]([C:3]([C:1]#[N:2])([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

Edukt 2

HCID 7498Benzyl Bromide

HCID 7764Ethyl cyanoacetate

Produkt 1

HCID 11044573HCID 11044573, VerbindungAusbeute 80 %

Versuchsvorschrift

Ethyl cyanoacetate (15.0 g, 0.133 mol) was dialkylated with benzyl bromide employing 1,8-diazabicyclo[5.4.0]undecene-7 as described by: Ono, N.; Yoshimura, T.; Tanikaga, R.; Kaji, A. Chem. Lett. 1977, 871-872. The obtained ethyl 2-benzyl-2-cyano-3-phenylpropionate (80% yield) was identical with the material described in Example 88. The ester was saponified to the corresponding carboxylic acid as previously described in Example 88. The title peptide was prepared under standard solid phase peptide conditions as examplified in Examples 1 and 2.

Quellen und Nachweise

ORD-Eintrag: ord-55518e9ba424475791aa380530e83fbc
Quelldatensatz: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05190922

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