t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate

Base Information

Chemical Name:t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate
CAS No.:716359-77-2
Molecular Formula:C₃₃H₄₂ClFN₄O₂
Molecular Weight:581.173
Hs Code.:

Synonyms:t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate

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Chemical Property of t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate

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Technology Process of t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate

There total 6 articles about t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-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: 61.2%

: 1071993-26-4
1-(8-azabicyclo[3.2.1]oct-3-yl)-2-methyl-1H-benzimidazole

: 716359-75-0
t-butyl 4-(3-chloro-4-fluorophenyl)-4-(2-oxoethyl)piperidine-1-carboxylate

: 716359-77-2
t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; triethylamine; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;
DOI:10.1021/jm200279v

Reference yield:

: 193537-11-0
tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate

: 716359-77-2
t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: magnesium / diethyl ether / 20 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: water; sodium hydroxide / ethanol / 6.5 h / 20 °C

3.1: copper(I) oxide / acetonitrile / 0.5 h / Inert atmosphere; Reflux

4.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -35 °C / Inert atmosphere

4.2: -35 °C

5.1: sodium tris(acetoxy)borohydride; triethylamine / dichloromethane / 1 h / 20 °C / Molecular sieve

With copper(I) oxide; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; magnesium; triethylamine; sodium hydroxide; In diethyl ether; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jm200279v

Reference yield:

: 716359-69-2
t-butyl 4-(3-chloro-4-fluorophenyl)-4-(1-cyano-2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

: 716359-77-2
t-butyl 4-(3-chloro-4-fluorophenyl)-4-{2-[(1R,5S)-3-(2-methyl-1H-benzimidazol-1-yl)-8-azabicyclo[3.2.1]oct-8-yl]ethyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; sodium hydroxide / ethanol / 6.5 h / 20 °C

2.1: copper(I) oxide / acetonitrile / 0.5 h / Inert atmosphere; Reflux

3.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -35 °C / Inert atmosphere

3.2: -35 °C

4.1: sodium tris(acetoxy)borohydride; triethylamine / dichloromethane / 1 h / 20 °C / Molecular sieve

With copper(I) oxide; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; triethylamine; sodium hydroxide; In ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jm200279v