652140-19-7

Basic information

• Product Name: 4,7-Diazaspiro[2.5]octane-5,8-dione, 4,7-bis[(4-methoxyphenyl)methyl]-1,1-dimethyl-6-(1-methylethyl)-, (3S,6S)-
• CAS NO: 652140-19-7
• Molecular Formula: C27H34N2O4
• Molecular Weight: 450.578
• Mol File: 652140-19-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,7-Diazaspiro[2.5]octane-5,8-dione, 4,7-bis[(4-methoxyphenyl)methyl]-1,1-dimethyl-6-(1-methylethyl)-, (3S,6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-Diazaspiro[2.5]octane-5,8-dione, 4,7-bis[(4-methoxyphenyl)methyl]-1,1-dimethyl-6-(1-methylethyl)-, (3S,6S)-(652140-19-7)
• EPA Substance Registry System: 4,7-Diazaspiro[2.5]octane-5,8-dione, 4,7-bis[(4-methoxyphenyl)methyl]-1,1-dimethyl-6-(1-methylethyl)-, (3S,6S)-(652140-19-7)

Safety Data

• Hazardous Substances Data: 652140-19-7(Hazardous Substances Data)

Upstream product

• 24470-78-8 isopropyltriphenylphosphonium iodide 
• 219916-54-8 (S)-N,N'-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2,5-dione 

Downstream Products

• 17498-50-9 L-valine hydrochloride 
• 6306-52-1 L-valine methylester hydrochloride 
• 4818-08-0 N-Z-L-phenylalanyl-L-valine methylester 

Relevant articles and documents

Asymmetric synthesis of substituted 1-aminocyclopropane1-carboxylic acids via diketopiperazine methodology

Diketopiperazinespirocyclopropane 12 is prepared in > 98% d.e. via the conjugate addition of a phosphorus ylide to (6S)-N, N′-bis(p-methoxybenzyl)-3-methylenepiperazine-2,5-dione 2. Deprotection and hydrolysis of adduct 12 and subsequent peptide coupling demonstrate the applicability of this methodology to the asymmetric synthesis of 1-aminocyclopropane-1-carboxylic acids for incorporation into novel peptides. A model for the high level of diastereofacial selectivity observed in the cyclopropanation reaction is presented. A highly selective asymmetric approach (> 98% d.e.) to (S)-[2,2-2H 2]-1-aminocyclopropane-l-carboxylic acid 29 is also reported via a deuterated sulfur ylide addition to acceptor 2.