E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate

Base Information

Chemical Name:E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate
CAS No.:960001-03-0
Molecular Formula:C₂₁H₁₅Cl₂FN₂O₄S
Molecular Weight:481.332
Hs Code.:

Synonyms:E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate

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Chemical Property of E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate

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Technology Process of E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate

There total 16 articles about E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate 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%

: 929280-80-8
(1S)-1-(2-chloro-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-phenyl)ethanol

: 960001-02-9
D-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-hydroxy-2-thiophenecarboxylate

: 960001-03-0
E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate

Guidance literature:: (1S)-1-(2-chloro-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-phenyl)ethanol; D-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-hydroxy-2-thiophenecarboxylate; With PS-triphenylphosphine; di-tert-butyl-diazodicarboxylate; In dichloromethane; at 20 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

Reference yield:

: 929278-60-4
methyl 5-amino-3-(benzyloxy)thiophene-2-carboxylate

: 960001-03-0
E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 60 °C

2: iron; acetic acid / 1 h / 55 °C

3: 20 °C

4: hydrogen / palladium 10% on activated carbon / ethanol / 48 h

5: PS-triphenylphosphine; di-tert-butyl-diazodicarboxylate / dichloromethane

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h

With PS-triphenylphosphine; di-tert-butyl-diazodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; iron; caesium carbonate; acetic acid; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium 10% on activated carbon; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; ethanol; dichloromethane; toluene; 5: Mitsunobu reaction;

Reference yield:

: 929278-58-0
methyl 3-(benzyloxy)-5-nitrothiophene-2-carboxylate

: 960001-03-0
E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: iron; acetic acid / 2.5 h / 50 - 60 °C

2: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 60 °C

3: iron; acetic acid / 1 h / 55 °C

4: 20 °C

5: hydrogen / palladium 10% on activated carbon / ethanol / 48 h

6: PS-triphenylphosphine; di-tert-butyl-diazodicarboxylate / dichloromethane

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h

With PS-triphenylphosphine; di-tert-butyl-diazodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; iron; caesium carbonate; acetic acid; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium 10% on activated carbon; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; ethanol; dichloromethane; toluene; 6: Mitsunobu reaction;