potassium 5-hydroxypentanoyltrifluoroborate

Base Information

• Chemical Name: potassium 5-hydroxypentanoyltrifluoroborate
• CAS No.: 1370291-68-1
• Molecular Formula: C₅H₉BF₃O₂*K
• Molecular Weight: 208.03

Synonyms:potassium 5-hydroxypentanoyltrifluoroborate

Chemical Property of potassium 5-hydroxypentanoyltrifluoroborate

Chemical Property:

• Melting Point: 123.6°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Potassium 5-hydroxypentanoyltrifluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Potassium Acyltrifluroborates (KATs) are bench, air and moisture stable reagents for rapid, chemoselective amide bond formations with hydroxylamines. These amide bond forming reactions proceed under aqueous conditions, without the need for coupling reagents or protecting groups. This product was introduced in collaboration with the Bode Research Group.

Technology Process of potassium 5-hydroxypentanoyltrifluoroborate

There total 1 articles about potassium 5-hydroxypentanoyltrifluoroborate 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: 28.0%

3,4-dihydro-2H-pyran (110-87-2) → potassium 5-hydroxypentanoyltrifluoroborate (1370291-68-1)

Guidance literature:

3,4-dihydro-2H-pyran; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h; Inert atmosphere; Cooling with ice;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.16667h; Inert atmosphere;

With potassium hydrogen bifluoride; water; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

DOI:10.1021/ol300668m

Reference yield: 68.0%

potassium 5-hydroxypentanoyltrifluoroborate (1370291-68-1) + O-benzoyl-N-phenethylhydroxylamine (69424-54-0) → 5-hydroxy-N-phenethylpentanamide (4846-88-2)

Guidance literature:

In water; tert-butyl alcohol; at 20 - 60 ℃; for 1h; chemoselective reaction;

DOI:10.1002/anie.201201077

Reference yield: 24.0%

bis(pentafluorophenyl)carbonate (59483-84-0) + potassium 5-hydroxypentanoyltrifluoroborate (1370291-68-1) → C12H8BF8O4(1-)*K(1+)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 0 - 20 ℃; for 2h;

upstream raw materials:

3,4-dihydro-2H-pyran

Downstream raw materials:

5-hydroxy-N-phenethylpentanamide

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