4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate

Base Information

• Chemical Name: 4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate
• CAS No.: 1613704-90-7
• Molecular Formula: C₃₆H₄₅BrO₅S
• Molecular Weight: 669.72

Synonyms:4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate

Chemical Property of 4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate

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Technology Process of 4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate

There total 2 articles about 4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate 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: 76.0%

(E)-4-bromobutyl 3-(4-hydroxy-3-methoxyphenyl)acrylate (410071-23-7) + salirasib (162520-00-5) → 4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate (1613704-90-7)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 28h;

DOI:10.1039/c4ob00023d

Reference yield:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → 4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate (1613704-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetone / 4 h / 50 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 28 h / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; acetone;

DOI:10.1039/c4ob00023d

Reference yield: 52.0%

1-(2-hydroxyethyl)piperazine (103-76-4) + 4-((E)-3-(4-bromobutoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate (1613704-90-7) → 4-((E)-3-(4-(4-(2-hydroxyethyl)piperidin-1-yl)butoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate (1613704-92-9)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 50 ℃; for 6h;

DOI:10.1039/c4ob00023d

upstream raw materials:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

(E)-4-bromobutyl 3-(4-hydroxy-3-methoxyphenyl)acrylate

salirasib

Downstream raw materials:

4-((E)-3-(4-(4-(2-hydroxyethyl)piperidin-1-yl)butoxy)-3-oxoprop-1-enyl)-2-methoxyphenyl2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate

2-methoxy-4-((E)-3-(4-(4-methylpiperazin-1-yl)butoxy)-3-oxoprop-1-enyl)phenyl-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoate

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