tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Base Information

Chemical Name:tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate
CAS No.:1616595-88-0
Molecular Formula:C₂₀H₂₆FN₃O₄
Molecular Weight:391.443
Hs Code.:

Synonyms:tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

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Chemical Property of tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

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Technology Process of tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

There total 7 articles about tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1616595-94-8
tert-butyl (3S)-4-[2-(3-cyano-2-fluoro-4-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate

: 1616595-88-0
tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

: 1616595-89-1
tert-butyl (3S,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Guidance literature:: With cyanomethylenetributyl-phosphorane; In toluene; at 100 ℃; for 12h; Inert atmosphere;

Reference yield:

: 1616595-90-4
2-fluoro-6-methoxy-3-nitrobenzonitrile

: 1616595-88-0
tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

: 1616595-89-1
tert-butyl (3S,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen; palladium on activated charcoal; acetic acid / methanol / 1 h / Inert atmosphere

2: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 0.33 h / 60 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / ethanol / 0.75 h / 150 °C / Microwave irradiation

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C

5: 1 h / 150 °C / Inert atmosphere; Microwave irradiation

6: cyanomethylenetributyl-phosphorane / toluene / 12 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tert.-butylnitrite; palladium on activated charcoal; hydrogen; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; cyanomethylenetributyl-phosphorane; copper(ll) bromide; In methanol; ethanol; dichloromethane; toluene; acetonitrile;

Reference yield:

: 143879-77-0
2,6-difluoro-3-nitrobenzonitrile

: 1616595-88-0
tert-butyl (3R,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

: 1616595-89-1
tert-butyl (3S,9aS)-3-(3-cyano-2-fluoro-4-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / methanol / 2 h / 20 °C

2: hydrogen; palladium on activated charcoal; acetic acid / methanol / 1 h / Inert atmosphere

3: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 0.33 h / 60 °C / Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / ethanol / 0.75 h / 150 °C / Microwave irradiation

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C

6: 1 h / 150 °C / Inert atmosphere; Microwave irradiation

7: cyanomethylenetributyl-phosphorane / toluene / 12 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tert.-butylnitrite; palladium on activated charcoal; hydrogen; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; cyanomethylenetributyl-phosphorane; copper(ll) bromide; In methanol; ethanol; dichloromethane; toluene; acetonitrile;