123975-56-4

Upstream product

• 123975-50-8 (S)-N-benzyloxycarbonylaspartic acid α-tert-butyl β-allyl ester 
• 100-52-7 benzaldehyde 
• 501-53-1 benzyl chloroformate 
• 123975-49-5 (S)-4-(allyloxy)-2-amino-4-oxobutanoic acid hydrochloride 
• 99793-10-9 N-benzyloxycarbonyl-L-asparatic acid β-allyl ester 

Downstream Products

• 127605-41-8 (3Z,2S)-2-benzyloxycarbonylamino-4-phenyl-3-butenoic acid tert-butyl ester 
• 127605-40-7 (3E,2S)-2-benzyloxycarbonylamino-4-phenyl-3-butenoic acid tert-butyl ester 
• 123975-58-6 (2S)-2-benzyloxycarbonylamino-3-carboxy-4-hydroxy-4-phenyl-butanoic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis of tripeptide inhibitors of peptidylglycine α-amidating monooxygenase (PAM) containing D- and L-styrylglycine

Both enantiomers of (E)- and (Z)-2-amino-4-phenyl-3-butenoic acids (styrylglycines) 11a,b and 12a,b, were synthesised in non-racemic form, in 7 steps starting from either D- or L-aspartic acid. (E)-Styrylglycine 11a was converted to the tripeptide D-Phe-L-Phe-D-styrylglycine 15, and also to three diastereomeric tripeptides 16-18. All four tripeptides, and both enantiomers of N-acetylstyrylglycine 13a and 13b, were tested as inhibitors of peptidylglycine α-amidating monooxygenase (PAM).

Non-Proteinogenic Amino Acid Synthesis: Synthesis of β,γ-Unsaturated α-Amino Acids from Aspartic Acid

A general, stereospecific, synthesis of β,γ-unsaturated α-amino acids using the β-anion derived from aspartic acid is described.Keywords: aspartic acid; unsaturated acids

Asymmetric Amino Acid Synthesis: Preparation of the β Anion derived from Aspartic Acid

(S)-1-t-Butyl 4-methyl N-benzyloxycarbonylaspartate (5a), and (S)-1-t-butyl 4-allyl N-benzyloxycarbonylaspartate (5b) have been synthesized from (S)-aspartic acid (2), and can be readily alkylated and hydroxyalkylated at the β-carbon for asymmetric amino acid synthesis.