methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate

Base Information

• Chemical Name: methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate
• CAS No.: 1268158-06-0
• Molecular Formula: C₁₄H₁₅F₃O₅SSi
• Molecular Weight: 380.417

Synonyms:methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate

Chemical Property of methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate

Chemical Property:

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Technology Process of methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate

There total 2 articles about methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)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: 79.0%

methyl 3,5-bis(trifluoromethyl)sulfonyloxy benzoate (204930-13-2) + trimethylsilylacetylene (1066-54-2) → methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate (1268158-06-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201004779

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate (1268158-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201004779

Reference yield: 96.0%

methyl 3-(trifluoromethylsulfonyloxy)-5-((trimethylsilyl)ethynyl)benzoate (1268158-06-0) → methyl 5-ethynyl-3-hydroxybenzoate (1268158-07-1)

Guidance literature:

With potassium fluoride; water; In dimethyl sulfoxide; at 20 ℃; for 16h;

DOI:10.1002/anie.201004779

upstream raw materials:

1-carbomethoxy-3,5-dihydroxybenzene

methyl 3,5-bis(trifluoromethyl)sulfonyloxy benzoate

trimethylsilylacetylene

Downstream raw materials:

S-3-(3-formylbenzyloxy)-5-vinylbenzyl ethanethioate

(E)-S-3-((3-((2-(5-mercaptopentanoyl)hydrazono)methyl)-5-vinylphenoxy)methyl)benzyl ethanethioate

3-((3-(3-formylbenzyloxy)-5-vinylbenzyl)disulfanyl)propanoic acid

3-((3-(3-formylbenzyloxy)-5-vinylbenzyl)disulfanyl)propanoate

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