374114-79-1

Basic information

• Product Name: (6R)-1-(o-Azidobenzoyl)-6-(3-indolylmethyl)-2,5-piperazinedione
• CAS NO: 374114-79-1
• Molecular Weight: 388.385
• Mol File: 374114-79-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (6R)-1-(o-Azidobenzoyl)-6-(3-indolylmethyl)-2,5-piperazinedione(CAS DataBase Reference)
• NIST Chemistry Reference: (6R)-1-(o-Azidobenzoyl)-6-(3-indolylmethyl)-2,5-piperazinedione(374114-79-1)
• EPA Substance Registry System: (6R)-1-(o-Azidobenzoyl)-6-(3-indolylmethyl)-2,5-piperazinedione(374114-79-1)

Safety Data

• Hazardous Substances Data: 374114-79-1(Hazardous Substances Data)

Upstream product

• 374114-83-7 2-(2-tert-butoxycarbonylamino-acetylamino)-3-(1H-indol-3-yl)-propionic acid methyl ester 
• 4299-70-1 D-Tryptophan methyl ester 
• 7451-73-2 c-(D-Trp-Gly) 
• 34897-85-3 o-azidobenzoyl chloride 

Downstream Products

• 142382-42-1 glyantrypine 

Relevant articles and documents

Regioselective N-acylation of 3-arylmethylpiperazine-2,5-diones: Short synthesis of (-)-glyantrypine and (-)-fumiquinazoline F

The folded conformation of the 3-arylmethyl substituent in 2,5-bis-O-trimethylsilyl-3,6-dihydropyrazines derived from the corresponding piperazine-2,5-diones, shields the N(1)-position allowing monoacylation at the neighbouring nitrogen atom. This regioselectivity was used to develop a four-step total synthesis of (-)-glyantrypine and (-)-fumiquinazoline F starting from D-tryptophan methyl ester.