ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate

Base Information

Chemical Name:ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate
CAS No.:1206908-58-8
Molecular Formula:C₂₀H₂₁Cl₂N₃O₃
Molecular Weight:422.311
Hs Code.:

Synonyms:ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate

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Chemical Property of ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate

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Technology Process of ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate

There total 6 articles about ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate 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:

: ethyl 3-[(1R,5S,6s)-6-amino-3-azabicyclo[3.1.0]hex-3-yl]benzoate trifluoroacetate

: 24691-30-3
3,4-di-chloro-5-methyl-1H-pyrrole-2-carboxylic acid

: 1206908-58-8
ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 16h;

Reference yield:

: 1206908-59-9
di-tert-butyl (1R,5S,6s)-3-azabicyclo[3.1.0]hex-6-ylimidodicarbonate

: 1206908-58-8
ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 0.16 h / 0.8 °C

2: dichloromethane / 0.16 h / 0.25 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.16 h / 0.25 °C

With palladium diacetate; benzotriazol-1-ol; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 185559-52-8,151860-18-3
(1α,5α,6α)-3-N-benzyl-6-[t-butoxycarbonylamino]-3-aza-bicyclo[3.1.0]hexane

: 1206908-58-8
ethyl 3-[(1R,5S,6s)-6-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-azabicyclo[3.1.0]hex-3-yl]benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: dmap; triethylamine / 0.16 h / 110 °C / Reflux; Inert atmosphere

2: palladium 10% on activated carbon; ammonium formate / 0.1 h / 0.6 °C

3: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 0.16 h / 0.8 °C

4: dichloromethane / 0.16 h / 0.25 °C

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.16 h / 0.25 °C

With dmap; palladium 10% on activated carbon; ammonium formate; palladium diacetate; benzotriazol-1-ol; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;