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

Base Information

Chemical Name:(3aR,6aS)-tert-butyl 5-(5-(2-fluorophenethylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
CAS No.:1194688-58-8
Molecular Formula:C₂₅H₃₁FN₄O₃
Molecular Weight:454.545
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 4 articles about (3aR,6aS)-tert-butyl 5-(5-(2-fluorophenethylcarbamoyl)pyridin-3-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:

: 1194688-53-3
5-((3aR,6aS)-5-(tert-butoxycarbonyl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)nicotinic acid

: 52721-69-4
[2-(2-fluorophenyl)ethyl]amine

: 1194688-58-8
(3aR,6aS)-tert-butyl 5-(5-(2-fluorophenethylcarbamoyl)pyridin-3-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;
DOI:10.1021/jm201045m

Reference yield:

: 20986-40-7
ethyl 5-bromo-3-pyridinecarboxylate

: 1194688-58-8
(3aR,6aS)-tert-butyl 5-(5-(2-fluorophenethylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 72 h / 90 °C

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

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

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; 1: Buchwald-Hartwig coupling;
DOI:10.1021/jm201045m

Reference yield:

: 1194688-52-2
(3aR,6aS)-tert-butyl 5-(5-(ethoxycarbonyl)pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

: 1194688-58-8
(3aR,6aS)-tert-butyl 5-(5-(2-fluorophenethylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

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

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