(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

Base Information

• Chemical Name: (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
• CAS No.: 171011-79-3
• Molecular Formula: C₃₈H₆₂O₆Si
• Molecular Weight: 642.992
• Mol file: 171011-79-3.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 1 articles about (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 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:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) + (E,4R)-4,6-Dimethyl-5-hydroxy-7-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-6-heptan-2-ynyl → (E,4R,5R)-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 + (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)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; for 0.833333h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00127a031

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:

(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) → (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 (171011-82-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran; toluene / 15 h / 0 °C

2: 91 percent / molecular sieves, D-(-)-diethyl tartrate, Ti(Oi-Pr)4, TBHP / CH₂Cl₂ / 15 h / -22 °C

3: 89 percent / bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran; toluene / 20 h / -5 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; molecular sieve; diethyl (2S,3S)-tartrate; sodium dihydro-bis-(2-methoxyethoxy)aluminate; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jo00127a031

upstream raw materials:

O-(4-methoxybenzyl)-trichloroacetimidate

Downstream raw materials:

(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

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

(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

(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