benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate

Base Information

• Chemical Name: benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate
• CAS No.: 252765-94-9
• Molecular Formula: C₃₂H₃₉NO₃Si
• Molecular Weight: 513.752
• Mol file: 252765-94-9.mol

Synonyms:benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate

Chemical Property of benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate

There total 3 articles about benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate 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: 84.0%

benzyl N-vinylcarbamate (84713-20-2) + tert-butyl(2-iodocyclohex-2-enyloxy)diphenylsilane → benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate (252765-94-9) + benzyl 2-[(6'S)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate

Guidance literature:

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; Title compound not separated from byproducts;

DOI:10.1021/ol015696v

Reference yield: 78.0%

tert-butyl-(2-iodo-cyclohex-2-enyloxy)-diphenyl-silane + [2-(9-bora-bicyclo[3.3.1]non-9-yl)-ethyl]-carbamic acid benzyl ester → benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate (252765-94-9)

Guidance literature:

With sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo991064z

Reference yield:

benzyl N-vinylcarbamate (84713-20-2) → benzyl 2-[(6'R)-(tert-butyldiphenylsiloxy)cyclohex-1-enyl]ethylcarbamate (252765-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 4 h / -10 - 20 °C

2: 78 percent / aq. NaOH; PdCl₂(dppf)*CH₂Cl₂ / tetrahydrofuran / 1 h / 20 °C

With sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1: Addition / 2: Suzuki coupling;

DOI:10.1021/jo991064z

upstream raw materials:

benzyl N-vinylcarbamate

Downstream raw materials:

{2-[6-(tert-butyl-diphenyl-silanyloxy)-cyclohex-1-enyl]-ethyl}-(1-ethoxy-2-methyl-propyl)-carbamic acid ethyl ester

(R)-2-[6'-(tert-butyldiphenylsiloxy)-1'-cyclohexen-1'-yl]ethylamine