[3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

Base Information

Chemical Name:[3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol
CAS No.:1025902-75-3
Molecular Formula:C₁₇H₂₆O₃Si
Molecular Weight:306.477
Hs Code.:

[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

Synonyms:[3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

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Chemical Property of [3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

Chemical Property:

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Technology Process of [3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

There total 4 articles about [3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-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:

: 3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-carboxylic acid ethyl ester

: 1025902-75-3
[3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 - 0 ℃;
DOI:10.1021/jo9818834

Reference yield:

: 100-52-7
benzaldehyde

: 1025902-75-3
[3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: TiCl₄; Et₃N / CH₂Cl₂ / 1 h / -78 °C

1.2: 80 percent / CH₂Cl₂ / -78 °C

2.1: 98 percent / Rh₂(OAc)4 / benzene / 0.5 h / Heating

3.1: Et₃N / CH₂Cl₂ / 20 °C

4.1: DIBAL / CH₂Cl₂ / -78 - 0 °C

With titanium tetrachloride; diisobutylaluminium hydride; triethylamine; dirhodium tetraacetate; In dichloromethane; benzene; 1.1: Metallation / 1.2: Addition / 2.1: Cyclization / 3.1: silylation / 4.1: Reduction;
DOI:10.1021/jo9818834

Reference yield:

: 184839-53-0
ethyl 5-hydroxy-2-diazo-3-oxo-5-phenylpentanoate

: 1025902-75-3
[3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-4,5-dihydro-furan-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / Rh₂(OAc)4 / benzene / 0.5 h / Heating

2: Et₃N / CH₂Cl₂ / 20 °C

3: DIBAL / CH₂Cl₂ / -78 - 0 °C

With diisobutylaluminium hydride; triethylamine; dirhodium tetraacetate; In dichloromethane; benzene; 1: Cyclization / 2: silylation / 3: Reduction;
DOI:10.1021/jo9818834