680601-89-2

Upstream product

• 6152-89-2 (S)-5-hydroxy-2-aminovaleric acid 
• 1499-55-4 L-glutamic acid 5-methyl ester 
• 113408-47-2 N-Trityl-L-glutaminsaeure-γ-methylester * Diethylamin 
• 100-52-7 benzaldehyde 

Downstream Products

• 680601-93-8 methyl N-benzyl-N-(tert-butoxycarbonylamino)-δ-hydroxy-L-norvalinate 
• 680601-91-6 methyl (S)-2-benzyl-2,3,4,5-tetrahydro-3-pyridazinecarboxylate 

Relevant academic research and scientific papers

Electrophilic Amination of Amino Acids with N-Boc-oxaziridines: Efficient Preparation of N-Orthogonally Diprotected Hydrazino Acids and Piperazic Acid Derivatives

A general two-step preparation of enantiopure Nα,N β-orthogonally diprotected α-hydrazino acids 1 is developed on a multigram scale. The key reaction is the efficient electrophilic amination of N-benzyl amino acids 6 with N-Boc-oxaziridine 7 and accommodates various functional groups encountered in side chains of amino acids. The cyclic 2,3,4,5-tetrahydro-3-pyridazine carboxylic acid (piperazic acid) derivatives 2 and 3 or the cyclic 3,4-dihydro-3-pyrazolecarboxylate 4 are conveniently prepared from glutamic acid or aspartic acid via orthogonally diprotected α-hydrazino acids 1m and 1n.