3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one

Base Information

Chemical Name:3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one
CAS No.:794564-32-2
Molecular Formula:C₂₄H₂₈O₁₀
Molecular Weight:476.48
Hs Code.:

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one

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Chemical Property of 3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one

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Technology Process of 3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one

There total 3 articles about 3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one 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:

: (E)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone

: 794564-32-2
3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one

Guidance literature:: With dmap; hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1016/j.bmcl.2004.07.082

Reference yield:

: 209746-55-4
2',6'-dihydroxy-4'-methylacetophenone 2'-O-(2,3,4,6-O-tetraacetyl)-β-D-glucopyranoside

: 794564-32-2
3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: KOH / ethanol

2: H₂; DMAP / Pd/C / ethanol

With dmap; potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1016/j.bmcl.2004.07.082

Reference yield:

: 889140-51-6
orcinol monoacetate

: 794564-32-2
3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: AlCl₃ / chlorobenzene / 90 °C

2: benzyltributylammonium chloride; aq. K₂CO₃ / CHCl₃

3: KOH / ethanol

4: H₂; DMAP / Pd/C / ethanol

With dmap; potassium hydroxide; aluminium trichloride; hydrogen; benzyltri(n-butyl)ammonium chloride; potassium carbonate; palladium on activated charcoal; In ethanol; chloroform; chlorobenzene; 1: Fries rearrangement;
DOI:10.1016/j.bmcl.2004.07.082