Ethanone, 2-[(2R,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]-2-hydroxy-1-phenyl-, (2S)-

Base Information

Chemical Name:Ethanone, 2-[(2R,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]-2-hydroxy-1-phenyl-, (2S)-
CAS No.:216769-13-0
Molecular Formula:C30H36O4Si
Molecular Weight:488.699
Hs Code.:
Mol file:216769-13-0.mol

Synonyms:

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Chemical Property of Ethanone, 2-[(2R,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]-2-hydroxy-1-phenyl-, (2S)-

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Technology Process of Ethanone, 2-[(2R,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]-2-hydroxy-1-phenyl-, (2S)-

There total 9 articles about Ethanone, 2-[(2R,6R)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2H -pyran-2-yl]-2-hydroxy-1-phenyl-, (2S)- 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: 69.0%

: 216769-09-4
(2R,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone

: 216769-13-0
(2S,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone

Guidance literature:: (2R,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone; With acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃;

With sodium methylate; In methanol; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1039/b602805e

Reference yield:

: 891491-87-5
Z-(2R,2'R)-trimethyl-[1-phenyl-2-(6'-tert-butyldiphenylsilanyloxymethylpyran-2'-yloxy)-vinyloxy]-silane

: 216769-13-0
(2S,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone

: 216769-09-4
(2R,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.0833333h; Yield given. Yields of byproduct given;
DOI:10.1039/a806584e

Reference yield:

: 107033-46-5
(R)-(tert-butyldiphenylsilyloxy)methyloxirane

: 216769-13-0
(2S,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / Li₂CuCl₄ / tetrahydrofuran / 0.25 h / -30 °C

2.1: sodium bicarbonate; O₃ / CH₂Cl₂ / 0.5 h / -78 °C

2.2: 100 percent / PPh₃ / CH₂Cl₂ / 16 h / 20 °C

3.1: 81 percent / KHMDS / toluene; tetrahydrofuran / 2 h / -78 - 0 °C

4.1: 97 percent / tetrahydrofuran; diethyl ether / 0.5 h / -30 °C

5.1: Et₃N / CH₂Cl₂ / -78 - -30 °C

6.1: 1.13 g / TMSOTf / CH₂Cl₂ / 0.17 h / -30 °C

With dilithium tetrachlorocuprate; trimethylsilyl trifluoromethanesulfonate; potassium hexamethylsilazane; sodium hydrogencarbonate; ozone; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1039/b602805e