433285-17-7

Basic information

• Product Name: dimethyl (S)-2-{N-benzyl-N-[2-(benzyloxycarbonylamino)acetyl]amino}pentanedioate
• Synonyms: dimethyl (S)-2-{N-benzyl-N-[2-(benzyloxycarbonylamino)acetyl]amino}pentanedioate
• CAS NO: 433285-17-7
• Molecular Weight: 456.496
• Mol File: 433285-17-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: dimethyl (S)-2-{N-benzyl-N-[2-(benzyloxycarbonylamino)acetyl]amino}pentanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl (S)-2-{N-benzyl-N-[2-(benzyloxycarbonylamino)acetyl]amino}pentanedioate(433285-17-7)
• EPA Substance Registry System: dimethyl (S)-2-{N-benzyl-N-[2-(benzyloxycarbonylamino)acetyl]amino}pentanedioate(433285-17-7)

Safety Data

• Hazardous Substances Data: 433285-17-7(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 23150-65-4 L-glutamic dimethyl ester hydrochloride 
• 56-86-0 L-glutamic acid 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 192655-69-9 dimethyl (S)-2-(benzylamino)pentanedioate 

Downstream Products

• 433285-25-7 (S)-3-(1-benzylpiperazin-2-yl)propan-1-ol 
• 433285-18-8 methyl (S)-3-(1-benzyl-3,6-dioxopiperazin-2-yl)propionate 

Relevant articles and documents

Synthesis of chiral non-racemic 3-(dioxopiperazin-2-yl)propionic acid derivatives

Starting with the proteinogenic amino acid (S)-glutamate (3) a facile, high yielding synthesis of the chiral non-racemic 3-(dioxopiperazin-2-yl)propionates 6, 11, and 14 is presented. Key intermediates in the synthesis of N1-benzyl substituted (dioxopiperazin-2yl)propionates 11 and 14 are the N-monobenzylglutamate 8 and the chloroacetamide 12, which allow introduction of various substituents in position 4 of the piperazine ting. In receptor binding studies with radioligands the 3-(piperazin-2-yl)propanol 15 was found to have promising affinity for σ1-receptors (Ki=66.1 nM).