(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol

Base Information

Chemical Name:(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol
CAS No.:223692-13-5
Molecular Formula:C₂₀H₂₄O₄
Molecular Weight:328.408
Hs Code.:

Synonyms:(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol

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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 (3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol

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Technology Process of (3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol

There total 2 articles about (3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-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: 95.0%

: 94142-51-5
(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-dihydro-furan-2-one

: 223692-13-5
(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1.5h;
DOI:10.1016/S0957-4166(97)00119-5

Reference yield:

: (R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-dihydro-furan-2-one

: 223692-13-5
(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 30 min

2: 95 percent / diisobutylaluminum hydride / toluene; CH₂Cl₂ / 1.5 h / -78 °C

With diisobutylaluminium hydride; lithium diisopropyl amide; In dichloromethane; toluene;
DOI:10.1016/S0957-4166(97)00119-5

Reference yield:

: 223692-13-5
(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-tetrahydro-furan-2-ol

: (R)-(-)-4-(1,5-dimethyl-1-vinyl-4-hexenyl)phenol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 30 min, 2.) THF, hexane, RT, 13 h

2: 77.8 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -30 °C

3: 97.6 percent / aq. NaIO₄ / ethanol / 0.5 h / Ambient temperature

4: 94.5 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

5: 59.6 percent / Mg, MeOH / 3.5 h / Ambient temperature

6: 76.3 percent / tetrahydrofuran; diethyl ether / 18 h / -30 °C

7: CuSO₄, SiO₂ / toluene / 1 h / Heating

8: 61.5 percent / MeMgBr / diethyl ether / 0.15 h / 180 °C

With methanol; sodium periodate; n-butyllithium; methylmagnesium bromide; silica gel; boron tribromide; sodium hydride; copper(II) sulfate; magnesium; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1016/S0957-4166(97)00119-5