3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

Base Information

Chemical Name:3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)
CAS No.:209746-75-8
Molecular Formula:C₃₁H₃₀O₉
Molecular Weight:546.574
Hs Code.:

Synonyms:3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

Suppliers and Price of 3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

There total 9 articles about 3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside) 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: 92.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 209746-56-5
3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-β-D-glucopyranoside

: 209746-75-8
3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/jm990175n

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 144-55-8
sodium hydrogencarbonate

: 209746-56-5
3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-β-D-glucopyranoside

: 209746-75-8
3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; ethyl acetate;

Reference yield:

: 504-15-4
orcinol

: 209746-75-8
3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-(4,6-O-benzylidene-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine

2.1: AlCl₃ / 1.5 h / 145 - 150 °C

3.1: 85 percent aq. H₂SO₄ / 2 h / 20 °C

4.1: 81 percent / benzyltributylammonium chloride; aq. K₂CO₃ / CHCl₃ / 27 h / 20 °C

5.1: 50 percent aq. KOH / ethanol / 0.17 h / 20 °C

5.2: ethanol / 16 h / 20 °C

6.1: 4-(dimethylamino)pyridine / 10 percent Pt/C / ethanol; H₂O / 9 h / 20 °C

7.1: 92 percent / p-TsOH*H₂O / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; dmap; potassium hydroxide; aluminium trichloride; sulfuric acid; benzyltri(n-butyl)ammonium chloride; potassium carbonate; toluene-4-sulfonic acid; platinum on activated charcoal; In ethanol; dichloromethane; chloroform; water; 1.1: Acetylation / 2.1: Fries rearrangement / 3.1: Deacetylation / 4.1: glycosylation / 5.1: Deacetylation / 5.2: Condensation / 6.1: Catalytic hydrogenation / 7.1: benzylidenation;
DOI:10.1021/jm990175n