162715-72-2

Upstream product

• 179678-66-1 N-(1-tert-butoxy-acet-2-yl)-(S)-leucine methyl ester 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 162715-71-1 N-p-methoxybenzyl-N-(1-tert-butoxy-acet-2-yl)-(S)-leucine methyl ester 

Downstream Products

• 179678-71-8 (S)-1-Hydroxy-3-isobutyl-4-(4-methoxy-benzyl)-piperazine-2,6-dione 
• 360556-27-0 (S)-2-[Hydroxycarbamoylmethyl-(4-methoxy-benzyl)-amino]-4-methyl-pentanoic acid methyl ester 
• 162715-73-3 1-methoxymethoxy-3S-isobutyl-4-p-methoxybenzylpiperazine-2,6-dione 
• 162715-74-4 (3S,5S)-3-((R)-1-Hydroxy-2-methyl-propyl)-5-isobutyl-4-(4-methoxy-benzyl)-1-methoxymethoxy-piperazine-2,6-dione 
• 162715-75-5 Methanesulfonic acid (R)-1-[(2S,6S)-6-isobutyl-1-(4-methoxy-benzyl)-4-methoxymethoxy-3,5-dioxo-piperazin-2-yl]-2-methyl-propyl ester 
• 162666-34-4 Flutimide 
• 162715-77-7 (S)-3-Isobutyl-4-(4-methoxy-benzyl)-1-methoxymethoxy-5-[2-methyl-prop-(Z)-ylidene]-piperazine-2,6-dione 
• 360556-37-2 Methanesulfonic acid (R)-(4-fluoro-phenyl)-[(2S,6S)-6-isobutyl-1-(4-methoxy-benzyl)-4-methoxymethoxy-3,5-dioxo-piperazin-2-yl]-methyl ester 
• 959663-22-0 Methanesulfonic acid (R)-(2-fluoro-phenyl)-[(2S,6S)-6-isobutyl-1-(4-methoxy-benzyl)-4-methoxymethoxy-3,5-dioxo-piperazin-2-yl]-methyl ester 
• 360556-38-3 Methanesulfonic acid (R)-[(2S,6S)-6-isobutyl-1-(4-methoxy-benzyl)-4-methoxymethoxy-3,5-dioxo-piperazin-2-yl]-(4-methoxy-phenyl)-methyl ester 
• 959375-98-5 Methanesulfonic acid (R)-(3-fluoro-phenyl)-[(2S,6S)-6-isobutyl-1-(4-methoxy-benzyl)-4-methoxymethoxy-3,5-dioxo-piperazin-2-yl]-methyl ester 
• 360556-39-4 Methanesulfonic acid (R)-[(2S,6S)-6-isobutyl-1-(4-methoxy-benzyl)-4-methoxymethoxy-3,5-dioxo-piperazin-2-yl]-phenyl-methyl ester 
• 179678-82-1 (3S,5S)-3-[(R)-(2-Fluoro-phenyl)-hydroxy-methyl]-5-isobutyl-4-(4-methoxy-benzyl)-1-methoxymethoxy-piperazine-2,6-dione 
• 179678-89-8 (3S,5S)-3-[(R)-Hydroxy-(4-methoxy-phenyl)-methyl]-5-isobutyl-4-(4-methoxy-benzyl)-1-methoxymethoxy-piperazine-2,6-dione 

Relevant academic research and scientific papers

Synthesis of natural flutimide and analogous fully substituted pyrazine-2,6-diones, endonuclease inhibitors of influenza virus

Flutimide, a fully substituted 1-hydroxy-3H-pyrazine-2,6-dione, is a fungal metabolite isolated from a new species of Delitschia cofertaspora. It has been shown to selectively inhibit cap-dependent endonuclease activity of influenza virus A. The inhibition of this activity is a target for the potential development of a therapeutic agent to treat influenza infections. A convergent total synthesis of flutimide starting from L-leucine has been described. The synthetic methodology has been extended to include the synthesis of specifically designed aromatic analogues of flutimide, some of which exhibited greater than 7-fold improvement in activity. The most potent compounds were those with p-fluorobenzylidene or p-methoxybenzylidene substitutions at C-5 of 3H-pyrazine-2,6-dione and showed IC50 values of 0.9 and 0.8 μM, respectively. The details of the rationale for the synthetic design, syntheses, and biological activities of these analogues are described.

Total synthesis of flutimide, a novel endonuclease inhibitor of influenza virus

Flutimide is a completely substituted 1-N-hydroxy-2,6-diketo-Δ3-piperazine isolated from a new species of Delitschia cofertaspora. It selectively inhibits influenza virus A endonuclease activity without affecting any viral transcription activity. Total sy