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

Base Information

• Chemical Name: 4-<<6--3-<2-(methoxycarbonyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoic acid
• CAS No.: 114085-89-1
• Molecular Formula: C₂₈H₃₂N₂O₆
• Molecular Weight: 492.572

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

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

Chemical Property:

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

There total 6 articles about 4-<<6--3-<2-(methoxycarbonyl)ethyl>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: 87.0%

tert-butyl 4-<<6--3-<2-(methoxycarbonyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoate (114085-93-7) → 4-<<6--3-<2-(methoxycarbonyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoic acid (114085-89-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In 1,4-dioxane; for 0.5h; Heating;

DOI:10.1021/jm00091a010

Reference yield: 32.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + tert-butyl 4-<<6--3-<2-(methoxycarbonyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoate (114085-93-7) → 4-<<6--3-<2-(methoxycarbonyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoic acid (114085-89-1)

Guidance literature:

With triethylamine; In 1,4-dioxane;

Reference yield:

t-butyl 4-bromomethyl-3-methoxybenzoate (104436-91-1) → 4-<<6--3-<2-(methoxycarbonyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoic acid (114085-89-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / K₂CO₃ / dimethylformamide / 48 h

2: 89 percent / dioxane / 48 h / Heating

3: 94 percent / H₂ / 10percent Pd/C / methanol / 24 h / 2585.7 Torr

4: 87 percent / Et₃N, trimethylsilyl trifluoromethanesulfonate / dioxane / 0.5 h / Heating

With trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00091a010

upstream raw materials:

tert-butyl 4-<<6--3-<2-(methoxycarbonyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoate

t-butyl 4-bromomethyl-3-methoxybenzoate

6--3-formylindole

tert-butyl 4-<<6--3-formylindol-1-yl>methyl>-3-methoxybenzoate

Downstream raw materials:

N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N-methylcarbamoyl)ethyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(pyrrolidinocarbonyl]ethyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(morpholinocarbonyl)ethyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

4-<<6--3-<2-(N-methylcarbamoyl)ethyl>indol-1-yl>methyl>-3-methoxybenzoic acid

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