(2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol

Base Information

• Chemical Name: (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol
• CAS No.: 464914-19-0
• Molecular Formula: C₂₈H₄₄O₅Si
• Molecular Weight: 488.74

Synonyms:(2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol

Chemical Property of (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol

There total 44 articles about (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-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: 98.0%

6-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienoic acid methyl ester (847835-00-1) → (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol (464914-19-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1002/anie.200500029

Reference yield: 86.0%

tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane (478491-22-4) → (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol (464914-19-0)

Guidance literature:

With formic acid; In nitromethane; at 0 ℃; for 0.333333h;

DOI:10.1021/ja028019k

Reference yield: 75.0%

(S)-2-[(1E,6E)-(3R,4S)-3,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-octa-1,6-dienyl]-4-methyl-3,6-dihydro-2H-pyran → (2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol (464914-19-0)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol;

DOI:10.1016/S0040-4039(02)00907-3

upstream raw materials:

tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

6-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienoic acid methyl ester

(E)-(S)-1-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-prop-2-en-1-ol

(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-5-enal

Downstream raw materials:

C₅₈H₈₈O₉Si₂

1-{3-[3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-pent-4-enyl]-oxiranyl}-3-(3-{6-[4-(4-methoxy-benzyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-but-3-en-1-ol

(2R,3S)-3-[(E)-(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-pent-4-enyl]-oxirane-2-carbaldehyde

6,11-bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-2-methyl-13-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-(6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-diene

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