(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

Base Information

Chemical Name:(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol
CAS No.:861902-80-9
Molecular Formula:C₂₃H₃₀O₃Si
Molecular Weight:382.575
Hs Code.:

Synonyms:(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

Suppliers and Price of (1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

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Technology Process of (1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

There total 4 articles about (1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol 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: 81.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 861902-79-6
(1S,2'S,5'S)-1-[5'-(hydroxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

: 861902-80-9
(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1016/j.tet.2005.04.059

Reference yield:

: 861902-78-5
(1'S,2S,5S)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyl-2,5-dihydrofuran

: 861902-80-9
(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / hydrogen chloride / CH₂Cl₂; methanol / 48 h / 0 - 20 °C

2: 81 percent / imidazole / dimethylformamide / 6 h / 20 °C

With 1H-imidazole; hydrogenchloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.04.059

Reference yield:

: 861902-76-3
(1'S,2R,3R,4R,5R)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran-3,4-diol

: 861902-80-9
(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / triethylamine / CH₂Cl₂ / 12 h / 0 - 20 °C

2: 89 percent / zinc; sodium iodide / dimethylformamide / 34 h / 140 °C

3: 97 percent / hydrogen chloride / CH₂Cl₂; methanol / 48 h / 0 - 20 °C

4: 81 percent / imidazole / dimethylformamide / 6 h / 20 °C

With 1H-imidazole; hydrogenchloride; triethylamine; sodium iodide; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.04.059