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

Base Information

Chemical Name:(2R,3R,4S,5S)-2,5-Bis-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3,4-dimethyl-tetrahydro-furan
CAS No.:618359-66-3
Molecular Formula:C₃₀H₄₈O₃Si₂
Molecular Weight:512.88
Hs Code.:

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

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Chemical Property of (2R,3R,4S,5S)-2,5-Bis-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3,4-dimethyl-tetrahydro-furan

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Technology Process of (2R,3R,4S,5S)-2,5-Bis-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3,4-dimethyl-tetrahydro-furan

There total 4 articles about (2R,3R,4S,5S)-2,5-Bis-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3,4-dimethyl-tetrahydro-furan 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:

: (2R,3S)-1,4-Bis-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,3-dimethyl-butane-1,4-diol

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

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

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1039/b302632a

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With manganese(IV) oxide; lithium aluminium tetrahydride; 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 6 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

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