23632-73-7

Upstream product

• 4668-43-3 (S)-3-(benzyloxycarbonylamino)-4-ethoxy-4-oxobutanoic acid 
• 64263-86-1 N²-benzyloxycarbonyl-DL-isoasparagine 
• 4515-23-5 N-benzyloxycarbonyl-L-aspartic acid anhydride 
• 1152-61-0 N-Cbz-L-Asp 

Downstream Products

• 97533-36-3 N²-benzyloxycarbonyl-L-isoasparagine benzyl ester 
• 7436-73-9 Carbobenzoxy-β-cyan-β-L-alanin 
• 129835-82-1 Z-isoAsn-Leu-Thr-NH₂ 
• 87023-97-0 Z-L-Asp-(DMPir)NH₂ 
• 51163-34-9 methyl (S)-4-amino-3-(((benzyloxy)carbonyl)amino)-4-oxobutanoate 
• 31883-81-5 (S)-methyl 3-(benzyloxycarbonylamino)-3-cyanopropanoate 
• 178247-96-6 C₆₀H₆₉Cl₆N₃O₂₄ 
• 178247-97-7 C₅₄H₆₇N₃O₂₀ 
• 178248-38-9 (S)-3-Benzyloxycarbonylamino-succinamic acid carboxymethyl ester 
• 120581-57-9 S-benzyl-N-(N²-benzyloxycarbonyl-L-isoasparaginyl)-L-cysteine benzyl ester 

Relevant academic research and scientific papers

Enzymatic C-terminal amidation of amino acids and peptides

Herein, we describe two versatile and high yielding enzymatic approaches for the conversion of semi-protected amino acid and peptidyl C-terminal α-carboxylic acids into their corresponding amides. In the first approach, the lipase Candida antarctica lipase-B (Cal-B), and in the second approach, the protease Subtilisin A, are used, respectively. We found that by using the ammonium salt of the α-carboxylic acid instead of separate ammonia sources, the enzymatic amidation reactions proceeded much faster without side reactions and gave near to quantitative yields of products.

Synthesis and anticonvulsant evaluation of a series of (R)- and (S)-N- Cbz-α-aminoglutarimide and succinimide

A series of (R)- and (S)-N-Cbz-α-aminoimides(1 and 2) were synthesized and were investigated their anticonvulsant activities in the MES and PTZ test, and determined the neurotoxicities. The most active compound among them was (S)-N-Cbz-α-amino-N-methyl glutarimide(1d) and the ED50 value in the MES test was 36.1 mg/kg and the ED50 value in the PTZ test was 12.5 mg/kg. In the rotorod test for neurotoxicity, the TD50 value was 62.5 mg/kg.

Regioselective amidation of aspartic and glutamic acid

The synthesis of N-protected aspartic 1-amide and glutamic 1-amide from aspartic and glutamic acids via regioselective amidation of intermediate 5-oxazolidinone derivatives with aqueous ammonia or amine is described.