(2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran

Base Information

Chemical Name:(2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran
CAS No.:130325-40-5
Molecular Formula:C₁₈H₂₀O₃
Molecular Weight:284.355
Hs Code.:

Synonyms:(2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran

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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 (2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran

Chemical Property:

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Technology Process of (2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran

There total 6 articles about (2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran 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: 96.4%

: 618359-66-3
(2R,3R,4S,5S)-2,5-Bis-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3,4-dimethyl-tetrahydro-furan

: 130325-40-5
(2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1039/b302632a

Reference yield:

: 120743-99-9
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

: 130325-40-5
(2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran

Guidance literature:: Multi-step reaction with 6 steps

1: 81.9 percent / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 78 percent / MnO₂ / CHCl₃ / 48 h / 65 °C

3: 10.6 percent / LDA; copper(I) trifluoromethanesulfonate / tetrahydrofuran; hexane; acetonitrile / 9 h / -78 °C

4: LiAlH₄ / diethyl ether / 2 h / 0 °C

5: 282 mg / MeSO₂Cl; Et₃N / CH₂Cl₂ / 1 h / 0 °C

6: 96.4 percent / TBAF / tetrahydrofuran

With manganese(IV) oxide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; copper(I) triflate; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform; acetonitrile; 1: Grignard reaction;
DOI:10.1039/b302632a

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 130325-40-5
(2α,3β,4β,5α)-2,5-Bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / imidazole / tetrahydrofuran / 6 h / 0 °C

2: 81.9 percent / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

3: 78 percent / MnO₂ / CHCl₃ / 48 h / 65 °C

4: 10.6 percent / LDA; copper(I) trifluoromethanesulfonate / tetrahydrofuran; hexane; acetonitrile / 9 h / -78 °C

5: LiAlH₄ / diethyl ether / 2 h / 0 °C

6: 282 mg / MeSO₂Cl; Et₃N / CH₂Cl₂ / 1 h / 0 °C

7: 96.4 percent / TBAF / tetrahydrofuran

With 1H-imidazole; manganese(IV) oxide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; copper(I) triflate; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform; acetonitrile; 2: Grignard reaction;
DOI:10.1039/b302632a