160281-26-5

Basic information

• Product Name: N-Benzoyl-(S)-α-(2-propenyl)-α-alanine
• Synonyms: N-Benzoyl-(S)-α-(2-propenyl)-α-alanine
• CAS NO: 160281-26-5
• Molecular Weight: 233.267
• Mol File: 160281-26-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-Benzoyl-(S)-α-(2-propenyl)-α-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzoyl-(S)-α-(2-propenyl)-α-alanine(160281-26-5)
• EPA Substance Registry System: N-Benzoyl-(S)-α-(2-propenyl)-α-alanine(160281-26-5)

Safety Data

• Hazardous Substances Data: 160281-26-5(Hazardous Substances Data)

Upstream product

• 53777-94-9 C₁₃H₁₃NO₂ 
• 98-88-4 benzoyl chloride 
• 2198-64-3 N-benzoyl-L-alanine 
• 13302-43-7 (S)-2-phenyl-4-methyl-5(4H)-oxazolone 
• 886466-65-5 5-allyloxycarbonyloxy-4-methyl-2-phenyloxazole 
• 51127-13-0 2-phenyl-4-methyl-4H-oxazolin-5-one 
• 160281-11-8 (2R,4S)-4-Methyl-4-(2-propenyl)-2-tert-butyl-3-benzoyl-1,3-oxazolidin-5-one 
• 104057-65-0 (2R,4S)-3-benzoyl-2-(tert-butyl)-4-methyl-1,3-oxazolidin-5-one 
• 256343-83-6 (E)-4-methyl-2-phenyl-4-(3-trimethylsilyl-2-propenyl)-2-oxazolin-5-one 

Downstream Products

• 96886-55-4 (S)-α-allylalanine 
• 160281-12-9 (2S,4S)-2-Amino-2,4-dimethylbutyrolactone 
• 160281-12-9 (2S,4R)-2-Amino-2,4-dimethylbutyrolactone 

Relevant articles and documents

Palladium-catalyzed asymmetric decarboxylative allylation of azlactone enol carbonates: Fast access to enantioenriched α-allyl quaternary amino acids

We report a fast protocol for the synthesis of enantioenriched quaternary 4-allyl oxazol-5-ones. The key step is a Pd-catalyzed enantioselective Tsuji allylation of azlactone allyl enol carbonates, which can be easily prepared starting from racemic α-amino acids. The use of (R,R)-DACH-phenyl Trost chiral ligand allowed the attainment of the allylated derivatives in very good yields (83–98 %) and with ee up to 85 %. Scaling up the allylation protocol to gram quantities did not affect the yields end ee values. The produced 4-allyl azlactones can be converted into the corresponding quaternary amino acids or submitted to further synthetic elaborations exploiting the allyl moiety as a handle for the attachment of alkyl and aryl groups. After hydrolysis of the azlactone ring, the zwitterionic amino acids can be attained in enantiopure or nearly optically pure form through only one recrystallization step.

Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of α-Substituted α-Amino Acids

The synthesis of the lipopeptide 1, which exhibits both immunological activity (induction of the colony stimulating factor (CSF) and stability against metabolic degradation, has been described.A detailed investigation of the course of the ene reaction bet