(2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran

Base Information

Chemical Name:(2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran
CAS No.:826994-91-6
Molecular Formula:C₁₈H₂₇IO₃
Molecular Weight:418.315
Hs Code.:

Synonyms:(2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran

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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 (2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran

Chemical Property:

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Technology Process of (2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran

There total 6 articles about (2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran 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: 92.0%

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

: 826994-91-6
(2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In diethyl ether; acetonitrile; for 2h;
DOI:10.1021/ja044130+

Reference yield:

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

: 826994-91-6
(2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran

Guidance literature:: Multi-step reaction with 6 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

6: 92 percent / I₂; PPh₃; imidazole / diethyl ether; acetonitrile / 2 h

With 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; tetrabutyl ammonium fluoride; water; iodine; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; cyclohexane; toluene; acetonitrile;
DOI:10.1021/ja044130+

Reference yield:

: 826995-03-3
(2S,3R,5R)-2-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-5-methyl-5-propyltetrahydrofuran-3-ol

: 826994-91-6
(2R,4R,5S)-5-(2-iodoethyl)-4-[(4-methoxybenzyl)oxy]-2-methyl-2-propyltetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / PPTS / CH₂Cl₂; cyclohexane / 48 h / 20 °C

2: 97 percent / TBAF / tetrahydrofuran / 3 h

3: 92 percent / I₂; PPh₃; imidazole / diethyl ether; acetonitrile / 2 h

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; pyridinium p-toluenesulfonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; acetonitrile;
DOI:10.1021/ja044130+