(2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene

Base Information

• Chemical Name: (2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene
• CAS No.: 1037198-91-6
• Molecular Formula: C₃₀H₄₄O₃Si
• Molecular Weight: 480.763

Synonyms:(2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene

Chemical Property of (2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene

Chemical Property:

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Technology Process of (2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene

There total 2 articles about (2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene 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: 94.0%

(2S,3R,4S,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene → (2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene (1037198-91-6)

Guidance literature:

With iodine; In chloroform-d1; at 20 ℃; for 0.733333h;

DOI:10.1016/j.tet.2008.02.109

Reference yield:

C16H14N4O2S (1037197-66-2) + 2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose (212703-47-4) → (2S,3R,4S,5Z,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene + (2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene (1037198-91-6)

Guidance literature:

C₁₆H₁₄N₄O₂S; With potassium hexamethylsilazane; In 1,2-dimethoxyethane; toluene; at -60 ℃; for 0.5h;

2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose; In 1,2-dimethoxyethane; toluene; at -60 - 20 ℃; Further stages.;

DOI:10.1016/j.tet.2008.02.109

Reference yield: 84.0%

(2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-1-(4'-methoxybenzyloxy)-2,4-dimethyl-8-phenylocta-5,7-diene (1037198-91-6) → (2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-2,4-dimethyl-8-phenylocta-5,7-dien-1-ol (1037198-93-8)

Guidance literature:

With dimethylsulfide; magnesium bromide; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2008.02.109

upstream raw materials:

C₁₆H₁₄N₄O₂S

2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose

Downstream raw materials:

(2S,3R,4S,5E,7E)-3-(tert-butyldimethylsilyloxy)-2,4-dimethyl-8-phenylocta-5,7-dien-1-ol

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