(2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1266714-91-3
Molecular Formula:C₂₉H₃₀O₁₃
Molecular Weight:586.549
Hs Code.:

Synonyms:(2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 6 articles about (2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate 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:

: 1417412-11-3
(2S,3R,4R,5S,6S)-2-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1266714-91-3
(2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; at -90 - 20 ℃; for 3h; under 760.051 Torr;
DOI:10.1021/ml300298v

Reference yield:

: 23405-70-1
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one

: 1266714-91-3
(2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 5 steps

1: triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / dichloromethane / 3 h / 0 °C

2: sodium tetrahydroborate; cerium(III) chloride / methanol; dichloromethane / 4 h / -78 °C

3: 4-methylmorpholine N-oxide; osmium(VIII) oxide; tert-butyl alcohol / acetone / 8 h / 0 °C

4: dmap; pyridine / dichloromethane / 8 h / 0 °C

5: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / -90 - 20 °C / 760.05 Torr

With pyridine; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; palladium 10% on activated carbon; hydrogen; 4-methylmorpholine N-oxide; triphenylphosphine; tert-butyl alcohol; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; 2: |Luche Cerium Reduction / 3: |Upjohn Dihydroxylation;
DOI:10.1021/ml300298v

Reference yield:

: 1417412-06-6
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-propyltetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one

: 1266714-91-3
(2S,3R,4R,5S,6S)-2-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; pyridine / dichloromethane / 8 h / 0 °C

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / -90 - 20 °C / 760.05 Torr

With pyridine; dmap; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ml300298v