2,4-Octadienoic acid, 4-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-6-hydroxy-7-[(1R,2S,6R) -2-(methoxymethoxy)-4-methyl-6-(1-methylethenyl)-3-cyclohexen-1-yl]-3- [3-[(4-methoxyphenyl)methoxy]propyl]-, ethyl ester, (2E,4E,6S,7R)-

Base Information

• Chemical Name: 2,4-Octadienoic acid, 4-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-6-hydroxy-7-[(1R,2S,6R) -2-(methoxymethoxy)-4-methyl-6-(1-methylethenyl)-3-cyclohexen-1-yl]-3- [3-[(4-methoxyphenyl)methoxy]propyl]-, ethyl ester, (2E,4E,6S,7R)-
• CAS No.: 874300-91-1
• Molecular Formula: C41H66O8Si
• Molecular Weight: 715.056

Synonyms:

Chemical Property of 2,4-Octadienoic acid, 4-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-6-hydroxy-7-[(1R,2S,6R) -2-(methoxymethoxy)-4-methyl-6-(1-methylethenyl)-3-cyclohexen-1-yl]-3- [3-[(4-methoxyphenyl)methoxy]propyl]-, ethyl ester, (2E,4E,6S,7R)-

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2,4-Octadienoic acid, 4-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-6-hydroxy-7-[(1R,2S,6R) -2-(methoxymethoxy)-4-methyl-6-(1-methylethenyl)-3-cyclohexen-1-yl]-3- [3-[(4-methoxyphenyl)methoxy]propyl]-, ethyl ester, (2E,4E,6S,7R)-

There total 2 articles about 2,4-Octadienoic acid, 4-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-6-hydroxy-7-[(1R,2S,6R) -2-(methoxymethoxy)-4-methyl-6-(1-methylethenyl)-3-cyclohexen-1-yl]-3- [3-[(4-methoxyphenyl)methoxy]propyl]-, ethyl ester, (2E,4E,6S,7R)- 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: 39.0%

(E)-ethyl 6-(4-methoxybenzyloxy)-3-(tributylstannyl)hex-2-enoate + (E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-5-iodo-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-hept-4-en-3-ol → (2E,4E,6R,7R)-ethyl 3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(tert-butyldimethylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)octa-2,4-dienoate (874300-91-1) + (2E,4E,6S,7R)-ethyl 3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(tert-butyldimethylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)octa-2,4-dienoate (874301-20-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) chloride; lithium chloride; In dimethyl sulfoxide; at 20 ℃; for 18h;

DOI:10.1021/jo0520691

Reference yield:

(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-2-((1R,2S,6R)-6-isopropenyl-2-methoxymethoxy-4-methyl-cyclohex-3-enyl)-5-tributylstannanyl-hept-4-en-3-ol → (2E,4E,6R,7R)-ethyl 3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(tert-butyldimethylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)octa-2,4-dienoate (874300-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: I₂

2: 39 percent / LiCl; Pd(PPh₃)4; CuCl / dimethylsulfoxide / 18 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; copper(l) chloride; lithium chloride; In dimethyl sulfoxide;

DOI:10.1021/jo0520691

Reference yield: 43.0%

(2E,4E,6R,7R)-ethyl 3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(tert-butyldimethylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)octa-2,4-dienoate (874300-91-1) → (2E,4E)-ethyl 6-(tert-butyldimethylsilyloxy)hex-3-(3-(4-methoxybenzyloxy)propyl)-4-(((2S,3R,3aR,4R,7aR)-2,3,3a,4,5,7a-hexahydro-3,6-dimethyl-4-(prop-1-en-2-yl)benzofuran-2-yl)methylene)hex-2-enoate

Guidance literature:

In toluene; at 185 ℃; for 10h;

DOI:10.1021/jo0520691

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