(2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene

Base Information

• Chemical Name: (2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene
• CAS No.: 307497-57-0
• Molecular Formula: C₂₈H₄₄O₂Si₂
• Molecular Weight: 468.827
• Mol file: 307497-57-0.mol

Synonyms:(2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene

Chemical Property of (2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene

There total 4 articles about (2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene 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: 96.0%

6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexyne (213328-57-5) → (2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene (307497-57-0)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In methanol; at 25 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(00)00622-0

Reference yield:

6-(tert-butyldimethylsiloxy)hex-2-yn-1-ol (100571-18-4) → (2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene (307497-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄; aq. NaOH; H₂ / Ni(OAc)2*4H₂O; ethylenediamine / ethanol / 1 h / 20 °C

2: imidazole / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; hydrogen; nickel diacetate; ethylenediamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo0488614

Reference yield:

Z-6-[[(1,1-dimethyletyl)dimethylsilyl]oxy]-2-hexen-1-ol (121353-83-1) + tert-butylchlorodiphenylsilane (58479-61-1) → (2Z)-6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexene (307497-57-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jo0488614

upstream raw materials:

6-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)-2-hexyne

Z-6-[[(1,1-dimethyletyl)dimethylsilyl]oxy]-2-hexen-1-ol

tert-butylchlorodiphenylsilane

6-(tert-butyldimethylsiloxy)hex-2-yn-1-ol

Downstream raw materials:

(2Z)-1-(tert-butyldiphenylsilyloxy)-6-(p-toluenesulfonyloxy)-2-hexene

(2Z)-1-(tert-butyldiphenylsilyloxy)-6-chloromethanesulfonyloxy-2-hexene