(2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate

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Chemical Name:(2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate
CAS No.:1616114-78-3
Molecular Formula:C₃₀H₃₀O₁₀
Molecular Weight:550.562
Hs Code.:

Synonyms:(2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate

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Chemical Property of (2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate

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Technology Process of (2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate

There total 1 articles about (2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate 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: 58.0%

: 17938-13-5
1,4-Bis(trimethylsilylethynyl)benzene

: 2873-29-2
D-glucal triacetate

: 1616114-78-3
(2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate

Guidance literature:: 1,4-Bis(trimethylsilylethynyl)benzene; With indium(III) triflate; In dichloromethane; at 20 ℃; for 0.166667h;

D-glucal triacetate; In dichloromethane; at 20 - 25 ℃; for 20h;

Reference yield: 77.0%

: 1616114-78-3
(2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate

: 108-24-7
acetic anhydride

: 1616114-79-4
(2R,2'R,3R,3'R,4R,4'R,5R,5'R,6R,6'R)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-4,5-dihydroxytetrahydro-2H-pyran-6,3-diyl)diacetate

Guidance literature:: (2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate; With potassium osmate(VI); methanesulfonamide; 1,4-bis[(S)-[(5S)-5-ethylquinuclidin-2-yl]-(6-methoxy-4-quinolyl)methoxy]phthalazine; potassium carbonate; potassium hexacyanoferrate(III); In water; ethyl acetate; tert-butyl alcohol; at 20 ℃; for 96h; Inert atmosphere;

acetic anhydride; With pyridine; dmap; at 10 - 20 ℃; for 6.5h;

Reference yield:

: 1616114-78-3
(2R,2'R,3S,3'S,6S,6'S)-(1,4-phenylenebis(ethyne-2,1-diyl))bis(2-(acetoxymethyl)-3,6-dihydro-2H-pyran-6,3-diyl)diacetate

: 1616111-96-6
(2R,3S,4R,5S,6R)-2-(hydroxymethyl)-6-[2-[4-[2-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]ethynyl]phenyl]ethynyl]tetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hexacyanoferrate(III); 1,4-bis[(S)-[(5S)-5-ethylquinuclidin-2-yl]-(6-methoxy-4-quinolyl)methoxy]phthalazine; potassium osmate(VI); potassium carbonate; methanesulfonamide / water; tert-butyl alcohol; ethyl acetate / 96 h / 20 °C / Inert atmosphere

1.2: 6.5 h / 10 - 20 °C

2.1: sodium methylate; methanol / ethanol / 144 h / 20 °C

With methanol; potassium osmate(VI); methanesulfonamide; 1,4-bis[(S)-[(5S)-5-ethylquinuclidin-2-yl]-(6-methoxy-4-quinolyl)methoxy]phthalazine; sodium methylate; potassium carbonate; potassium hexacyanoferrate(III); In ethanol; water; ethyl acetate; tert-butyl alcohol;