ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate

Base Information

• Chemical Name: ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate
• CAS No.: 1613315-40-4
• Molecular Formula: C₂₁H₄₂O₄Si₂
• Molecular Weight: 414.733
• Mol file: 1613315-40-4.mol

Synonyms:ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate

Chemical Property of ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate

There total 2 articles about ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate 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: 99.0%

t-butyldimethylsiyl triflate (69739-34-0) + 1-hydroxy-2-oxo-cyclohexanecarboxylic acid ethyl ester (6308-90-3) → ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate (1613315-40-4)

Guidance literature:

With 2,5-dimethylpyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo500634d

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate (1613315-40-4)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 2,5-dimethylpyridine; palladium 10% on activated carbon; oxygen; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jo500634d

Reference yield: 69.0%

ethyl 1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enecarboxylate (1613315-40-4) → (1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enyl)methanol (1613315-41-5)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 - 0 ℃; for 1h;

DOI:10.1021/jo500634d

upstream raw materials:

ethyl 2-oxocyclohexane carboxylate

t-butyldimethylsiyl triflate

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

Downstream raw materials:

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

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

(1,2-bis(tert-butyldimethylsilyloxy)cyclohex-2-enyl)methanol

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