219916-56-0

Upstream product

• 219916-54-8 (S)-N,N'-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2,5-dione 
• 931-50-0 cyclohexylmagnesium bromide 
• 205517-34-6 (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione 
• 931-51-1 cyclohexylmagnesiumchloride 

Downstream Products

• 25528-71-6 (S)-2-amino-3-cyclohexylpropionic acid hydrochloride 
• 40056-18-6 methyl L-cyclohexylalaninate 
• 407578-45-4 (3S,6S)-3-isopropyl-6-(cyclohexylmethyl)piperazine-2,5-dione 

Relevant academic research and scientific papers

Conjugate additions of organocuprates to a 3-methylene-6-isopropyldiketopiperazine acceptor for the asymmetric synthesis of homochiral α-amino acids

Addition of a range of organocuprates to (S)-N,N′-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2, 5-dione 8 affords cis-3-isopropyl-6-alkyldiketopiperazines in excellent yield and >95% de. Subsequent deprotection and hydrolysis of these cis-3-isopropyl-6-alkyldiketopiperazines affords homochiral (S)-α-amino acids in excellent yield.

Stereoselective conjugate addition of organocuprates to a dehydroalanine derived diketopiperazine

An asymmetric synthesis of homochiral α-amino acids has been developed which is based on the conjugate addition of organocuprates to the dehydroalanine equivalent (3S)-N,N′-bis(p-methoxybenzyl)-3-isopropyl-6-methylenepiperazine-2,5-dione 6.