meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

Base Information

Chemical Name:meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione
CAS No.:618359-63-0
Molecular Formula:C₃₀H₄₆O₄Si₂
Molecular Weight:526.864
Hs Code.:

Synonyms:meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

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Chemical Property of meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

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Technology Process of meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

There total 5 articles about meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione 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: 22.4%

: 134136-83-7
1-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)propan-1-one

: 618359-63-0
meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

: (+/-)-(8S,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

Guidance literature:: With copper(I) triflate; lithium diisopropyl amide; In tetrahydrofuran; hexane; acetonitrile; at -78 ℃; for 9h;
DOI:10.1039/b302632a

Reference yield:

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

: 618359-63-0
meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

Guidance literature:: Multi-step reaction with 3 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

With manganese(IV) oxide; copper(I) triflate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; chloroform; acetonitrile; 1: Grignard reaction;
DOI:10.1039/b302632a

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 618359-63-0
meso-(8R,8'S)-8,8'-dimethyl-7,7'-bis(4,4'-di-O-tert-butyldimethylsilyloxyphenyl)butane-7,7'-dione

Guidance literature:: Multi-step reaction with 4 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

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