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

Base Information

Chemical Name:2',6'-dihydroxy-4'-methylacetophenone 2'-O-(2,3,4,6-O-tetraacetyl)-β-D-glucopyranoside
CAS No.:209746-55-4
Molecular Formula:C₂₃H₂₈O₁₂
Molecular Weight:496.468
Hs Code.:

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

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Technology Process of 2',6'-dihydroxy-4'-methylacetophenone 2'-O-(2,3,4,6-O-tetraacetyl)-β-D-glucopyranoside

There total 8 articles about 2',6'-dihydroxy-4'-methylacetophenone 2'-O-(2,3,4,6-O-tetraacetyl)-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: 81.0%

: 1634-34-0
2',6'-dihydroxy-4'-methylacetophenone

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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

Guidance literature:: With benzyltri(n-butyl)ammonium chloride; potassium carbonate; In chloroform; at 20 ℃; for 27h;
DOI:10.1021/jm990175n

Reference yield:

: 1634-34-0
2',6'-dihydroxy-4'-methylacetophenone

: 23616-79-7
benzyltri(n-butyl)ammonium chloride

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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

Guidance literature:: With hydrogenchloride; potassium carbonate; In methanol; chloroform; water;

Reference yield:

: 504-15-4
orcinol

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

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine

2: AlCl₃ / 1.5 h / 145 - 150 °C

3: 85 percent aq. H₂SO₄ / 2 h / 20 °C

4: 81 percent / benzyltributylammonium chloride; aq. K₂CO₃ / CHCl₃ / 27 h / 20 °C

With pyridine; aluminium trichloride; sulfuric acid; benzyltri(n-butyl)ammonium chloride; potassium carbonate; In chloroform; 1: Acetylation / 2: Fries rearrangement / 3: Deacetylation / 4: glycosylation;
DOI:10.1021/jm990175n