(3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

Base Information

Chemical Name:(3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate
CAS No.:1426071-29-5
Molecular Formula:C₂₈H₃₃FN₄O₄
Molecular Weight:508.593
Hs Code.:

Synonyms:(3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

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Chemical Property of (3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

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Technology Process of (3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

There total 9 articles about (3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 1426072-85-6
(7R,9aR)-benzyl 8-allyl-7-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino[1,2-a]pyrazine-2(6H)-carboxylate

: 1426071-29-5
(3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

Guidance literature:: (7R,9aR)-benzyl 8-allyl-7-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino[1,2-a]pyrazine-2(6H)-carboxylate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; In dichloromethane; at 35 ℃; for 4h;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: benzyl 8-allyl-(9aR)-7-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1Hpyrazino[1,2-a]pyrazine-2(6H)-carboxylate

: 1426071-29-5
(3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

Guidance literature:: benzyl 8-allyl-(9aR)-7-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1Hpyrazino[1,2-a]pyrazine-2(6H)-carboxylate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; In dichloromethane; at 35 ℃; for 4h;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

: 883502-14-5
1-fluoro-2-iodo-3-methylbenzene

: 1426071-29-5
(3R,9aS)-8-benzyl 2-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)tetrahydro-1H-pyrazino[1,2-a]pyrazine-2,8-(9H,9aH)-dicarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl acetamide / 16 h / 80 °C / Inert atmosphere

2.1: trifluorormethanesulfonic acid; N-Bromosuccinimide / 1 h / 0 - 20 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / ethanol / 4 h / Inert atmosphere; Reflux

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 72 h / 0 - 20 °C

5.1: ethanol / 0.5 h / 150 °C / Microwave irradiation

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6.2: 1 h / 0 °C

7.1: thionyl chloride / 1 h / 90 °C

7.2: 1 h / 0 - 90 °C / Sealed tube

8.1: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 4 h / 35 °C

8.2: 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,3-dimethylbarbituric acid; trifluorormethanesulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl acetamide;