tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

Base Information

Chemical Name:tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate
CAS No.:1197291-84-1
Molecular Formula:C₄₁H₅₅FN₆O₅
Molecular Weight:730.923
Hs Code.:

tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

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Chemical Property of tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

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Technology Process of tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

There total 8 articles about tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate 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: 96.0%

: 1197291-79-4
tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formyl-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

: 21655-48-1,1013625-96-1
cis-2,6-dimethylpiperazine

: 1197291-84-1
tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

Guidance literature:: tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formyl-2'-(morpholinomethyl)biphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate; cis-2,6-dimethylpiperazine; In dichloromethane; for 0.25h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; for 20h; Inert atmosphere;
DOI:10.1021/jm5001216

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1197291-84-1
tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; ethanol / 78 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 16 h / 0 - 25 °C / Inert atmosphere

3.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 2 h / 70 °C / Inert atmosphere

4.1: dichloromethane / 0.25 h / Inert atmosphere

4.2: 20 h / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; triethylamine; In ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm5001216

Reference yield:

: 1196806-69-5
tert-butyl N-[(1s,4s)-4-[5-fluoro-2-(3-iodophenoxy)nicotinamido]cyclohexyl]carbamate

: 1197291-84-1
tert-butyl (1s,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / dimethyl sulfoxide / 16 h / 80 °C / Inert atmosphere

2.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 2 h / 70 °C / Inert atmosphere

3.1: dichloromethane / 0.25 h / Inert atmosphere

3.2: 20 h / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; palladium diacetate; potassium carbonate; In dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm5001216