tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

Base Information

Chemical Name:tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate
CAS No.:1575819-79-2
Molecular Formula:C₃₄H₄₃ClN₆O₄
Molecular Weight:635.206
Hs Code.:

Synonyms:tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

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Chemical Property of tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

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Technology Process of tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

There total 9 articles about tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate 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:

: 42564-51-2
4-fluoro-3-nitrobenzaldehyde

: 1575819-79-2
tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 10 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C

2: dichloromethane / 1.5 h / 0 - 20 °C

3: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

4: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 6 h / 20 °C / Inert atmosphere

5: triethylamine / dichloromethane / 16 h / 0 - 20 °C

6: hydrogen; palladium 10% on activated carbon / methanol / 4 h

7: ethanol / 4 h / 20 °C / Inert atmosphere

8: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

9: sodium tetrahydroborate; ethanol / 1 h / 20 °C

10: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 20 °C

With pyridine; sodium tetrahydroborate; ethanol; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1575819-78-1
tert-butyl (2-(4-chlorobenzamido)-1-(pyrrolidin-2-ylmethyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

: 372-09-8
cyanoacetic acid

: 1575819-79-2
tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

Reference yield:

: 1575819-57-6
tert-butyl 2-((4-formyl-2-nitrophenylamino)methyl)pyrrolidine-1-carboxylate

: 1575819-79-2
tert-butyl (2-(4-chlorobenzamido)-1-((1-(2-cyanoacetyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl((S)-3,3-dimethylbutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1: dichloromethane / 1.5 h / 0 - 20 °C

2: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

3: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 6 h / 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 16 h / 0 - 20 °C

5: hydrogen; palladium 10% on activated carbon / methanol / 4 h

6: ethanol / 4 h / 20 °C / Inert atmosphere

7: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

8: sodium tetrahydroborate; ethanol / 1 h / 20 °C

9: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 20 °C

With pyridine; sodium tetrahydroborate; ethanol; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;