374114-79-1Relevant articles and documents
Regioselective N-acylation of 3-arylmethylpiperazine-2,5-diones: Short synthesis of (-)-glyantrypine and (-)-fumiquinazoline F
Herna?ndez,Lumetzberger,Avendan?o,So?llhuber
, p. 1387 - 1390 (2007/10/03)
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.