2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol

Base Information

Chemical Name:2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol
CAS No.:826995-05-5
Molecular Formula:C₁₈H₂₈O₄
Molecular Weight:308.418
Hs Code.:

Synonyms:2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol

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Technology Process of 2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol

There total 22 articles about 2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol 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: 97.0%

: 826995-04-4
tert-butyl(2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethoxy)diphenylsilane

: 826995-05-5
2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h;
DOI:10.1021/ja044130+

Reference yield: 60.0%

: 904833-94-9
4-(4-methoxy-benzyloxy)-2-methyl-2-propyl-5-vinyl-tetrahydro-furan

: 826995-05-5
2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol

Guidance literature:: 4-(4-methoxy-benzyloxy)-2-methyl-2-propyl-5-vinyl-tetrahydro-furan; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 2h;

With sodium hydroxide; dihydrogen peroxide; at 0 - 20 ℃; for 2h;
DOI:10.1055/s-2006-932487

Reference yield:

: tert-butyl{2-[(2S)-5-methyl-5-propyl-2,5-dihydrofuran-2-yl]ethoxy}diphenylsilane

: 826995-05-5
2-{(2S,3R,5R)-3-[(4-methoxybenzyl)oxy]-5-methyl-5-propyltetrahydrofuran-2-yl}ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / NBS; water / 6 h / -5 °C

2: (TMS)3SiH; AIBN / toluene / 4 h / 80 °C

3: NaHCO₃; water / methanol / 2 h

4: 76 percent / PPTS / CH₂Cl₂; cyclohexane / 48 h / 20 °C

5: 97 percent / TBAF / tetrahydrofuran / 3 h

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; toluene;
DOI:10.1021/ja044130+