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

Base Information

Chemical Name:(3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-dihydro-furan-2-one
CAS No.:94142-51-5
Molecular Formula:C₂₀H₂₂O₄
Molecular Weight:326.392
Hs Code.:

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

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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-dihydro-furan-2-one

Chemical Property:

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

There total 1 articles about (3S,5R)-5-Benzyloxymethyl-3-(4-methoxy-phenyl)-3-methyl-dihydro-furan-2-one 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:

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

: 74-88-4
methyl iodide

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

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

Guidance literature:: With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 30 min;
DOI:10.1016/S0957-4166(97)00119-5

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:

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

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

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / diisobutylaluminum hydride / toluene; CH₂Cl₂ / 1.5 h / -78 °C

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

3: 77.8 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -30 °C

4: 97.6 percent / aq. NaIO₄ / ethanol / 0.5 h / Ambient temperature

5: 94.5 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

6: 59.6 percent / Mg, MeOH / 3.5 h / Ambient temperature

7: 76.3 percent / tetrahydrofuran; diethyl ether / 18 h / -30 °C

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

9: 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; diisobutylaluminium hydride; copper(II) sulfate; magnesium; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1016/S0957-4166(97)00119-5