(2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol

Base Information

• Chemical Name: (2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol
• CAS No.: 1163725-08-3
• Molecular Formula: C₂₉H₅₀O₄Si
• Molecular Weight: 490.799

Synonyms:(2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol

Chemical Property of (2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol

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Technology Process of (2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol

There total 1 articles about (2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol 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: 100.0%

methyl (2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-enoate (1163725-07-2) → (2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol (1163725-08-3)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ja902677t

Reference yield: 95.0%

(2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-en-1-ol (1163725-08-3) + pivaloyl chloride (3282-30-2) → (2S,3R)-2-((R,E)-5-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pent-3-en-2-yl)-3,7-dimethyloct-6-enyl pivalate (1163725-09-4)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja902677t

upstream raw materials:

methyl (2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-enoate

Downstream raw materials:

(2S,3R)-2-((R,E)-5-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pent-3-en-2-yl)-3,7-dimethyloct-6-enyl pivalate

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