(Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol

Base Information

Chemical Name:(Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol
CAS No.:184174-45-6
Molecular Formula:C₃₄H₅₄O₄Si₂
Molecular Weight:582.971
Hs Code.:

Synonyms:(Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol

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Chemical Property of (Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol

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Technology Process of (Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol

There total 7 articles about (Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol 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: 92.0%

: 184174-44-5
4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran

: 184174-45-6
(Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: With zinc dibromide; In methanol; dichloromethane; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/ol015551o

Reference yield:

: tert-Butyl-{2-[(2R,6S)-2-(4-methoxy-benzyloxymethyl)-6-trityloxymethyl-tetrahydro-pyran-(4E)-ylidene]-ethoxy}-diphenyl-silane

: 184174-45-6
(Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 297 mg / 2,3-dichloro-5,6-dicyanobenzoquinone; H₂O / CH₂Cl₂ / 1.25 h / 20 °C

2: 86 percent / imidazole / dimethylformamide / 1 h / 20 °C

3: 80 percent / ZnBr₂; MeOH / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; methanol; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc dibromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol061626i

Reference yield:

: 290815-52-0
[(2S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-methanol

: 184174-45-6
(Z)-{4-[2-(tert-butyl-diphenyl-silanyloxy)-ethylidene]-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 29 h / 20 - 50 °C

2: 297 mg / 2,3-dichloro-5,6-dicyanobenzoquinone; H₂O / CH₂Cl₂ / 1.25 h / 20 °C

3: 86 percent / imidazole / dimethylformamide / 1 h / 20 °C

4: 80 percent / ZnBr₂; MeOH / CH₂Cl₂ / 1 h / 0 °C

With pyridine; 1H-imidazole; methanol; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc dibromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol061626i