| Strecker synthesis | |
|---|---|
| Named after | Adolph Strecker |
| Reaction type | Substitution reaction |
| Identifiers | |
| Organic Chemistry Portal | strecker-synthesis |
| RSC ontology ID | RXNO:0000207 |
The Strecker amino acid synthesis, also known simply as the Strecker synthesis, is a method for the synthesis of amino acids by the reaction of an aldehyde with cyanide in the presence of ammonia. The condensation reaction yields an α-aminonitrile, which is subsequently hydrolyzed to give the desired amino acid.[1][2] The method is used for the commercial production of racemic methionine from methional.[3]
Primary and secondary amines also give N-substituted amino acids. Likewise, the usage of ketones, instead of aldehydes, gives α,α-disubstituted amino acids.[4]
- ^ "dl-Alanine". Organic Syntheses. 9: 4. 1929. doi:10.15227/orgsyn.009.0004.
- ^ "a-Aminoisobutyric Acid". Organic Syntheses. 11: 4. 1931. doi:10.15227/orgsyn.011.0004.
- ^ Cite error: The named reference
Ullmannwas invoked but never defined (see the help page). - ^ Masumoto, Shuji; Usuda, Hiroyuki; Suzuki, Masato; Kanai, Motomu; Shibasaki, Masakatsu (May 2003). "Catalytic Enantioselective Strecker Reaction of Ketoimines". Journal of the American Chemical Society. 125 (19): 5634–5635. doi:10.1021/ja034980+. PMID 12733893.