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

Base Information

Chemical Name:(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethyl phenylselenocarbonate
CAS No.:861902-81-0
Molecular Formula:C₃₀H₃₄O₄SeSi
Molecular Weight:565.643
Hs Code.:

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

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

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

There total 6 articles about (1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethyl phenylselenocarbonate 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: 95.0%

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

: 32315-10-9
bis(trichloromethyl) carbonate

: 5818-99-5
benzeneselenenic acid

: 861902-81-0
(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethyl phenylselenocarbonate

Guidance literature:: (1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol; bis(trichloromethyl) carbonate; With pyridine; In dichloromethane; at 0 - 20 ℃; for 2.5h;

benzeneselenenic acid; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;
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

: 861902-81-0
(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethyl phenylselenocarbonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / hydrogen chloride / CH₂Cl₂; methanol / 48 h / 0 - 20 °C

2.1: 81 percent / imidazole / dimethylformamide / 6 h / 20 °C

3.1: pyridine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

3.2: 95 percent / triethylamine / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With pyridine; 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

: 861902-81-0
(1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethyl phenylselenocarbonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 74 percent / triethylamine / CH₂Cl₂ / 12 h / 0 - 20 °C

2.1: 89 percent / zinc; sodium iodide / dimethylformamide / 34 h / 140 °C

3.1: 97 percent / hydrogen chloride / CH₂Cl₂; methanol / 48 h / 0 - 20 °C

4.1: 81 percent / imidazole / dimethylformamide / 6 h / 20 °C

5.1: pyridine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

5.2: 95 percent / triethylamine / CH₂Cl₂ / 1.5 h / 0 - 20 °C

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