117249-51-1

Basic information

• Product Name: (R)-3-benzyl-(Z)-6-benzylidene-2,5-piperazinedione
• Synonyms: (R)-3-benzyl-(Z)-6-benzylidene-2,5-piperazinedione
• CAS NO: 117249-51-1
• Molecular Weight: 292.337
• Mol File: 117249-51-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-3-benzyl-(Z)-6-benzylidene-2,5-piperazinedione(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-benzyl-(Z)-6-benzylidene-2,5-piperazinedione(117249-51-1)
• EPA Substance Registry System: (R)-3-benzyl-(Z)-6-benzylidene-2,5-piperazinedione(117249-51-1)

Safety Data

• Hazardous Substances Data: 117249-51-1(Hazardous Substances Data)

Upstream product

• 74805-42-8 N-carboxy-α-dehydrophenylalanine anhydride 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 5037-75-2 cyclo(Gly-Phe) 
• 76982-22-4 cyclo-N,N'-diacetyl- 
• 76989-43-0 1,4-diacetyl-(R)-3-benzyl-2,5-piperazinedione 
• 100-52-7 benzaldehyde 
• 77027-29-3 4-acetyl-(S)-3-benzyl-(Z)-6-benzylidene-2,5-piperazinedione 
• 77027-28-2 4-acetyl-(R)-3-benzyl-(Z)-6-benzylidene-2,5-piperazinedione 
• 113366-95-3 Boc-Phe-ΔPhe*NCA 

Relevant articles and documents

A NEW ROUTE TO (Z)-3-ALKYLIDENE-(S)-6-ALKYL-2,5-PIPERAZINEDIONES VIA N-CARBOXY-α-DEHYDROAMINO ACID ANHYDRIDES

A new synthetic method for (Z)-3-alkylidene-(S)-6-alkyl-2,5-piperazinediones was accomplished by the coupling of N-carboxy-α-dehydroamino acid anhydrides with Boc-α-amino acid, followed by the deprotection of Boc group and by the ring expansion.

SYNTHESIS AND STRUCTURAL ASSIGNMENT OF NATURALLY OCCURRING 3-BENZYL-6-BENZYLIDENE-2,5-PIPERAZINEDIONE

Four possible stereoisomers of 3-benzyl-6-benzylidene-2,5-piperazinedione were synthesized, and the configuration of the natural product isolated from Streptomyces noursei was determined to be (3R, 6Z).It was found that the sign of the optical rotations and the Cotton effect are reversed only by the difference of the (E)- or (Z)-geometry.