methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

Base Information

Chemical Name:methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate
CAS No.:1447274-12-5
Molecular Formula:C₂₇H₁₉N₅O₆
Molecular Weight:509.478
Hs Code.:

Synonyms:methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

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Chemical Property of methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

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Technology Process of methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

There total 12 articles about methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-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: 79.0%

: 1447274-11-4
methyl 2'-(3'-(4-((((t-butoxy)carbonyl)amino)methyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

: 1447274-12-5
methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.05.033

Reference yield:

: 1711-09-7
3-bromobenzoyl chloride

: 1447274-12-5
methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 18 h / 20 °C / Inert atmosphere

3.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; Bromotrichloromethane / dichloromethane / 20 °C / Inert atmosphere

5.1: lithium borohydride / tetrahydrofuran; ethanol / 0 - 20 °C / Inert atmosphere

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / tetrahydrofuran / 18 h / 0 - 20 °C / Inert atmosphere

7.1: polymer-bound triphenylphosphine / tetrahydrofuran; water / 20 °C / Inert atmosphere

8.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

9.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

10.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C / Inert atmosphere

With lithium borohydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; Bromotrichloromethane; diethylamino-sulfur trifluoride; diphenyl phosphoryl azide; caesium carbonate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; ethanol; dichloromethane; water; 9.1: |Suzuki Coupling;
DOI:10.1016/j.bmc.2013.05.033

Reference yield:

: 1447274-00-1
methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate

: 1447274-12-5
methyl 2'-(3'-(4-(aminomethyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazole]-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 18 h / 20 °C / Inert atmosphere

2.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; Bromotrichloromethane / dichloromethane / 20 °C / Inert atmosphere

4.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 95 °C / Inert atmosphere

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; Bromotrichloromethane; diethylamino-sulfur trifluoride; potassium carbonate; caesium carbonate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water; toluene; 5.1: |Suzuki Coupling;
DOI:10.1016/j.bmc.2013.05.033