tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

Base Information

Chemical Name:tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate
CAS No.:1296273-65-8
Molecular Formula:C₃₆H₄₁N₃O₄
Molecular Weight:579.739
Hs Code.:

Synonyms:tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

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Chemical Property of tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

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Technology Process of tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

There total 10 articles about tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-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: 99.0%

: 1296273-64-7
tert-butyl 5-(benzyloxy)-2-{(1-[4'-({[tert-butyl(dimethyl)silyl]oxy}methyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

: 1296273-65-8
tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

Guidance literature:: tert-butyl 5-(benzyloxy)-2-{(1-[4'-({[tert-butyl(dimethyl)silyl]oxy}methyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 1.5h;

With sodium hydrogencarbonate; In 1,4-dioxane;

Reference yield:

: 1192163-99-7
tert-butyl 5-(benzyloxy)-2-{[1-(tert-butoxycarbonyl)piperidin-4-yl]methyl}-6-hydroxypyrimidine-4-carboxylate

: 1296273-65-8
tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 0.5 h / -78 °C

2: potassium carbonate; silver(l) oxide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

3: hydrogenchloride / ethyl acetate / 3 h / 20 °C

4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / toluene / 3 h / Inert atmosphere; Reflux

5: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

With hydrogenchloride; potassium carbonate; triethylamine; silver(l) oxide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; XPhos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; toluene;

Reference yield:

: 1192164-00-3
4-tert-butyl 1-methyl 2-(benzyloxy)-3-oxosuccinate

: 1296273-65-8
tert-butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium methylate / methanol / 14.5 h / 20 °C

2: triethylamine / dichloromethane / 0.5 h / -78 °C

3: potassium carbonate; silver(l) oxide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

4: hydrogenchloride / ethyl acetate / 3 h / 20 °C

5: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / toluene / 3 h / Inert atmosphere; Reflux

6: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

With hydrogenchloride; sodium methylate; potassium carbonate; triethylamine; silver(l) oxide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene;