(2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol

Base Information

• Chemical Name: (2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol
• CAS No.: 171011-80-6
• Molecular Formula: C₃₃H₅₆O₅Si
• Molecular Weight: 560.89
• Mol file: 171011-80-6.mol

Synonyms:(2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol

Chemical Property of (2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol

There total 3 articles about (2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-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: 91.0%

(E,4R,5S)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-6-heptan-2-ynyl 1,1,1-trimethylacetate (171011-79-3) → (2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol (171011-80-6)

Guidance literature:

With sodium dihydro-bis-(2-methoxyethoxy)aluminate; In tetrahydrofuran; toluene; at 0 ℃; for 15h;

DOI:10.1021/jo00127a031

Reference yield:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol (171011-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triflic acid / diethyl ether / 0.83 h / Ambient temperature

2: 91 percent / bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran; toluene / 15 h / 0 °C

With trifluorormethanesulfonic acid; sodium dihydro-bis-(2-methoxyethoxy)aluminate; In tetrahydrofuran; diethyl ether; toluene;

DOI:10.1021/jo00127a031

Reference yield:

(E,4R)-4,6-Dimethyl-5-hydroxy-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-6-heptan-2-ynyl → (2E,4R,5S,6E)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol (171011-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triflic acid / diethyl ether / 0.83 h / Ambient temperature

2: 91 percent / bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran; toluene / 15 h / 0 °C

With trifluorormethanesulfonic acid; sodium dihydro-bis-(2-methoxyethoxy)aluminate; In tetrahydrofuran; diethyl ether; toluene;

DOI:10.1021/jo00127a031

upstream raw materials:

(E,4R,5S)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-6-heptan-2-ynyl 1,1,1-trimethylacetate

O-(4-methoxybenzyl)-trichloroacetimidate

Downstream raw materials:

(E,3S,4R,5S)-4,6-Dimethyl-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-6-hepten-1,3-diol

<2S-<2α,4α,5α,6α>>-2-(4-Methoxyphenyl)-6-<2-<3-methoxy-4-<oxy>cyclohexyl>-1-methylethenyl>-5-methyl-1,3-dioxane-4-ethanol

(2E,2R,3R,4S,5S)-4,6-Dimethyl-2,3-epoxy-5-<(p-methoxybenzyl)oxy>-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2,6-heptadien-1-ol