1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene

Base Information

• Chemical Name: 1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene
• CAS No.: 472979-51-4
• Molecular Formula: C₃₀H₅₆O₅Si₂
• Molecular Weight: 552.943
• Mol file: 472979-51-4.mol

Synonyms:

Chemical Property of 1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene

There total 6 articles about 1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene 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:

3-(p-methoxybenzyloxy)propanal (128461-65-4) → 1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene (472979-51-4)

Guidance literature:

Multi-step reaction with 6 steps

1: N-Tos-D-valine; BH₃*THF; K₂CO₃ / CH₂Cl₂; methanol

2: 99 percent / 2,6-lutidine; DMAP / CH₂Cl₂ / 20 °C

3: 94 percent / DIBAH / toluene / -78 °C

4: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

5: t-BuLi / diethyl ether; tetrahydrofuran / -95 °C

6: Huenig's base; Bu₄NI / CH₂Cl₂

With 2,6-dimethylpyridine; dmap; borane-THF; N-((4-methylphenyl)sulfonyl)-D-valine; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 4: Dess-Martin oxidation reaction;

DOI:10.1021/ol026468j

Reference yield:

(S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester (472979-31-0) → 1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene (472979-51-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / 2,6-lutidine; DMAP / CH₂Cl₂ / 20 °C

2: 94 percent / DIBAH / toluene / -78 °C

3: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

4: t-BuLi / diethyl ether; tetrahydrofuran / -95 °C

5: Huenig's base; Bu₄NI / CH₂Cl₂

With 2,6-dimethylpyridine; dmap; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 3: Dess-Martin oxidation reaction;

DOI:10.1021/ol026468j

Reference yield:

(3S)-3-tert-butyldimethylsilyloxy-5-p-methoxybenzyloxy-2,2-dimethylpentanal (472979-36-5) → 1-[3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-(2-trimethylsilanyl-ethoxymethoxy)-oct-6-enyloxymethyl]-4-methoxy-benzene (472979-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuLi / diethyl ether; tetrahydrofuran / -95 °C

2: Huenig's base; Bu₄NI / CH₂Cl₂

With tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ol026468j

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5-dimethyl-oct-2-en-4-ol

3-(p-methoxybenzyloxy)propanal

(S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester