(3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Base Information

Chemical Name:(3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
CAS No.:1194686-97-9
Molecular Formula:C₂₄H₃₁N₅O₃
Molecular Weight:437.542
Hs Code.:

Synonyms:(3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

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Chemical Property of (3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

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Technology Process of (3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

There total 5 articles about (3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(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: 83.0%

: 1194686-96-8
6-((3aR,6aS)-5-(tert-butoxycarbonyl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)pyrazine-2-carboxylic acid

: 108-69-0
3,5-dimethylaminoaniline

: 1194686-97-9
(3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 5h;

Reference yield:

: 6164-79-0
methyl pyrazine-2-carboxylate

: 1194686-97-9
(3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / 16 h / 60 °C

2: thionyl chloride / 8 h / Reflux

3: sodium carbonate / dimethyl sulfoxide / 16 h / 120 °C

4: ethanol; sodium hydroxide / 1 h / 20 °C

5: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 5 h / 20 °C

With dmap; thionyl chloride; ethanol; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1021/jm201045m

Reference yield:

: 1194686-95-7
(3aR,6aS)-tert-butyl 5-(6-(methoxycarbonyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

: 1194686-97-9
(3aR,6aS)-tert-butyl 5-(6-(3,5-dimethylphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: ethanol; sodium hydroxide / 1 h / 20 °C

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 5 h / 20 °C

With dmap; ethanol; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In dichloromethane;
DOI:10.1021/jm201045m