(E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid

Base Information

Chemical Name:(E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid
CAS No.:142535-30-6
Molecular Formula:C₂₈H₃₁NO₆
Molecular Weight:477.557
Hs Code.:

Synonyms:(E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid

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Chemical Property of (E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid

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Technology Process of (E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid

There total 8 articles about (E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid 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: 53.0%

: 142535-29-3
tert-butyl (E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoate

: 142535-30-6
(E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; triethylamine; In 1,4-dioxane; for 24h; Ambient temperature;
DOI:10.1021/jm00091a010

Reference yield:

: 24239-67-6
4-(benzyloxy)-1-methyl-2-nitrobenzene

: 142535-30-6
(E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / dimethylformamide / 80 h / 130 °C

2: 39 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 0.5 h

3: 75 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran

4: 1.) POCl₃, 2.) aq. NaOH / 1.) 0 deg C, 30 min, 2.) RT, 1 h, 3.) reflux, 5 min

5: 54 percent / K₂CO₃ / dimethylformamide / 72 h

6: 84 percent / dioxane / 48 h / Heating

7: 53 percent / Et₃N, trimethylsilyl trifluoromethanesulfonate / dioxane / 24 h / Ambient temperature

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010

Reference yield:

: 99474-13-2
(E)-5-(benzyloxy)-2-<2-(dimethylamino)vinyl>nitrobenzene

: 142535-30-6
(E)-4-<<6-(2-cyclopentylethoxy)-3-<2-(methoxycarbonyl)ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 39 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 0.5 h

2: 75 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran

3: 1.) POCl₃, 2.) aq. NaOH / 1.) 0 deg C, 30 min, 2.) RT, 1 h, 3.) reflux, 5 min

4: 54 percent / K₂CO₃ / dimethylformamide / 72 h

5: 84 percent / dioxane / 48 h / Heating

6: 53 percent / Et₃N, trimethylsilyl trifluoromethanesulfonate / dioxane / 24 h / Ambient temperature

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010