(R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol

Base Information

Chemical Name:(R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol
CAS No.:1310694-26-8
Molecular Formula:C₂₇H₄₄O₄Si
Molecular Weight:460.729
Hs Code.:

Synonyms:(R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol

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Chemical Property of (R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol

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Technology Process of (R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol

There total 5 articles about (R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-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: 88.0%

: 1310694-20-2
(R,E)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yne-2,5-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1310694-26-8
(R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 23 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ja204142n

Reference yield:

: 37715-31-4
(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate

: 1310694-26-8
(R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: dilithium tetrachlorocuprate / tetrahydrofuran / 2.17 h / 0 °C / Inert atmosphere

2: sodium periodate; periodic acid dihydrate / tetrahydrofuran; water / 0 - 23 °C / Inert atmosphere

3: (1S,2R)-(+)-N-methylephedrine; zinc trifluoromethanesulfonate; triethylamine / toluene / 23 °C / Inert atmosphere

4: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 23 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; periodic acid dihydrate; dilithium tetrachlorocuprate; (1S,2R)-(+)-N-methylephedrine; zinc trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja204142n

Reference yield:

: 1310694-65-5
C₁₉H₂₈O₃

: 1310694-26-8
(R,E)-5-(tert-butyldimethylsilyloxy)-11-(3,5-dimethoxyphenyl)-2,8-dimethylundec-8-en-3-yn-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium periodate; periodic acid dihydrate / tetrahydrofuran; water / 0 - 23 °C / Inert atmosphere

2: (1S,2R)-(+)-N-methylephedrine; zinc trifluoromethanesulfonate; triethylamine / toluene / 23 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 23 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; periodic acid dihydrate; (1S,2R)-(+)-N-methylephedrine; zinc trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja204142n