(1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate

Base Information

• Chemical Name: (1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate
• CAS No.: 1613315-48-2
• Molecular Formula: C₁₅H₂₈O₄Si
• Molecular Weight: 300.47
• Mol file: 1613315-48-2.mol

Synonyms:(1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate

Chemical Property of (1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate

There total 5 articles about (1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate 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: 86.0%

2-(tert-butyldimethylsilyloxy)-2-(hydroxymethyl)cyclohexanone (1613315-42-6) + acetic anhydride (108-24-7) → (1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate (1613315-48-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo500634d

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → (1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate (1613315-48-2)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine; palladium 10% on activated carbon; oxygen / ethanol / 20 °C

2: 2,5-dimethylpyridine / dichloromethane / 0 - 20 °C

3: diisobutylaluminium hydride / toluene / 1 h / -78 - 0 °C

4: acetic acid; cesium fluoride / methanol; acetonitrile / 0 - 20 °C

5: triethylamine; dmap / dichloromethane / 2 h / 0 °C

With dmap; 2,5-dimethylpyridine; palladium 10% on activated carbon; oxygen; diisobutylaluminium hydride; acetic acid; triethylamine; cesium fluoride; In methanol; ethanol; dichloromethane; toluene; acetonitrile;

DOI:10.1021/jo500634d

Reference yield:

ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate (1613315-40-4) → (1-(tert-butyldimethylsilyloxy)-2-oxocyclohexyl)methyl acetate (1613315-48-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / toluene / 1 h / -78 - 0 °C

2: acetic acid; cesium fluoride / methanol; acetonitrile / 0 - 20 °C

3: triethylamine; dmap / dichloromethane / 2 h / 0 °C

With dmap; diisobutylaluminium hydride; acetic acid; triethylamine; cesium fluoride; In methanol; dichloromethane; toluene; acetonitrile;

DOI:10.1021/jo500634d

upstream raw materials:

ethyl 2-oxocyclohexane carboxylate

2-(tert-butyldimethylsilyloxy)-2-(hydroxymethyl)cyclohexanone

acetic anhydride

1-hydroxy-2-oxo-cyclohexanecarboxylic acid ethyl ester