(+/-)-N-(Benzylidene)alanine ethyl ester

CAS: 60930-36-1

Ref. 3D-FB18384

Produktinformation

• Name: (+/-)-N-(Benzylidene)alanine ethyl ester
• Synonyme: N-(Phenylmethylene)alanine ethyl ester2-(Benzylideneamino)propionic acid ethyl ester

Beschreibung

(+/-)-N-(Benzylidene)alanine ethyl ester is a methyl ester of the amino acid alanine. It is prepared by condensation of benzaldehyde and ethylamine in the presence of triethylamine and anhydrous potassium carbonate. The product is then hydrolyzed to the amide with hydrochloric acid, which forms (+/-)-N-(Benzylidene)alanine ethyl ester hydrochloride. This compound is stable at room temperature, but decomposes at higher temperatures. It has been used as a precursor for β-lactam antibiotics, such as penicillin or cephalosporin C, by reacting it with chloroacetic acid in the presence of triethylamine to form an imine intermediate. This intermediate can be reacted with various electrophiles to produce the desired β-lactams.

• Marke: Biosynth

Chemische Eigenschaften

• Molekulargewicht: 205.25 g/mol
• Formel: C₁₂H₁₅NO₂
• Reinheit: Min. 95%
• InChl: InChI=1S/CH4/h1H4
• InChI Key: InChIKey=VNWKTOKETHGBQD-UHFFFAOYSA-N
• SMILES: C#C.CCOC(=O)C/N=C/*1ccccc1