8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene

Base Information

• Chemical Name: 8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene
• CAS No.: 496845-08-0
• Molecular Formula: C₂₈H₃₆O₅Si
• Molecular Weight: 480.676
• Mol file: 496845-08-0.mol

Synonyms:8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene

Chemical Property of 8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene

There total 2 articles about 8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene 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: 98.0%

(E)-5-bromopenta-1,3-diene (52022-82-9) + dimethyl 2-(2-(tert-butyldiphenylsilyloxy)ethyl)malonate (656834-97-8) → 8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene (496845-08-0)

Guidance literature:

dimethyl 2-(2-(tert-butyldiphenylsilyloxy)ethyl)malonate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.333333h;

(E)-5-bromopenta-1,3-diene; In tetrahydrofuran; at 20 ℃; for 0.75h; Further stages.;

DOI:10.1021/jo020438c

Reference yield:

(2-bromoethoxy)(tert-butyl)diphenylsilane (139897-19-1) → 8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene (496845-08-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide; various solvent(s) / 0.5 h / 20 °C

1.2: 85 percent / dimethylformamide; tetrahydrofuran; various solvent(s) / 66 h / 50 °C

2.1: NaH / tetrahydrofuran; various solvent(s) / 0.33 h / 20 °C

2.2: 98 percent / tetrahydrofuran; various solvent(s) / 0.75 h / 20 °C

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo020438c

Reference yield: 59.0%

8-tert-butyldiphenylsilyloxy-6,6-bismethoxycarbonyl-1,3-octadiene (496845-08-0) → 8-tert-butyldiphenylsilyloxy-6,6-dihydroxymethyl-1,3-octadiene (496845-14-8)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 - 0 ℃;

DOI:10.1021/jo020438c

upstream raw materials:

(E)-5-bromopenta-1,3-diene

dimethyl 2-(2-(tert-butyldiphenylsilyloxy)ethyl)malonate

(2-bromoethoxy)(tert-butyl)diphenylsilane

Downstream raw materials:

8-tert-butyldiphenylsilyloxy-6,6-dihydroxymethyl-1,3-octadiene