(3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene

Base Information

Chemical Name:(3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene
CAS No.:440103-90-2
Molecular Formula:C₂₄H₄₀O₃Si
Molecular Weight:404.665
Hs Code.:

Synonyms:(3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene

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Chemical Property of (3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene

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Technology Process of (3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene

There total 5 articles about (3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene 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: 93.0%

: 824-94-2
p-methoxybenzyl chloride

: 440104-08-5
(1R,2R,3R,4R,7R)-2,4,7-trimethyl-3-((t-butyldimethylsilyl)oxy)-cyclohept-5-enol

: 440103-90-2
(3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene

Guidance literature:: (1R,2R,3R,4R,7R)-2,4,7-trimethyl-3-((t-butyldimethylsilyl)oxy)-cyclohept-5-enol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

p-methoxybenzyl chloride; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Further stages.;
DOI:10.1021/ol025872f

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 440104-08-5
(1R,2R,3R,4R,7R)-2,4,7-trimethyl-3-((t-butyldimethylsilyl)oxy)-cyclohept-5-enol

: 440103-90-2
(3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene

Guidance literature:: (1R,2R,3R,4R,7R)-2,4,7-trimethyl-3-((t-butyldimethylsilyl)oxy)-cyclohept-5-enol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

p-Methoxybenzyl bromide; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; Further stages.;
DOI:10.1021/ol025872f

Reference yield:

: 96691-93-9
(1R,2R,3r,4S,5S)-2,4-dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-ol

: 440103-90-2
(3R,4R,5R,6R,7R)-3,5,7-trimethyl-6-(p-methoxybenzyloxy)-4-((t-butyldimethylsilyl)oxy)-cyclohept-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: Zn(OTf)2 / Pd[(R)-iPr-(R)DIPOF]Cl₂ / 1,2-dichloro-ethane / 1 h / 20 °C

1.2: 1,2-dichloro-ethane; toluene / 5 h / Heating

2.1: 91 percent / imidazole / dimethylformamide / 18 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 93 percent / Bu₄NI / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; zinc trifluoromethanesulfonate; sodium hydride; Pd[(R)-iPr-(R)DIPOF]Cl₂; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol025872f