tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

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Chemical Name:tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate
CAS No.:1359022-60-8
Molecular Formula:C₃₀H₂₉NO₅
Molecular Weight:483.564
Hs Code.:

Synonyms:tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

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Chemical Property of tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

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Technology Process of tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

There total 11 articles about tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-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: 60.0%

: 1359022-59-5
phenyl 2-(benzyloxy)-4-bromo-6-methylbenzoate

: 135884-31-0
N-boc-2-pyrroleboronic acid

: 1359022-60-8
tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

Guidance literature:: With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; toluene; at 90 ℃; for 2h; Inert atmosphere;

Reference yield:

: 1254347-06-2
phenyl 4-bromo-2-hydroxy-6-methylbenzoate

: 1359022-60-8
tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / toluene; 1,4-dioxane; water / 2 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; potassium carbonate; In 1,4-dioxane; water; acetone; toluene; 2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b01903

Reference yield:

: 50868-73-0
2-methoxy-6-methylbenzeneamine

: 1359022-60-8
tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: bromine; acetic acid / methanol / 2 h / 20 °C / Cooling with ice

2.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C

2.2: 4 h / 0 - 50 °C

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 - 20 °C

3.2: 1 h / 20 °C

4.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.5 h / 20 °C

4.2: pH 1

5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C

6.1: triethylamine / dmap / 1 h / 20 °C

7.1: boron tribromide / dichloromethane / 0.58 h / -78 - 0 °C

7.2: 0.33 h / 20 °C

8.1: potassium carbonate / acetone / 20 °C

9.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water; toluene / 2 h / 90 °C / Inert atmosphere

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; bromine; boron tribromide; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; acetic acid; triethylamine; sodium nitrite; dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetone; toluene; tert-butyl alcohol;