6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside

Base Information

• Chemical Name: 6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside
• CAS No.: 217634-73-6
• Molecular Formula: C₂₆H₂₈O₉
• Molecular Weight: 484.503

Synonyms:6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside

Chemical Property of 6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside

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Technology Process of 6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside

There total 1 articles about 6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-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: 89.0%

allyl bromide (106-95-6) + 2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone (174456-32-7) → 6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside (217634-73-6)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Heating;

DOI:10.1248/cpb.46.1545

Reference yield: 91.0%

methyl chloroformate (79-22-1) + 6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside (217634-73-6) → Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester methyl ester (217634-89-4)

Guidance literature:

With 2,4,6-trimethyl-pyridine; In dichloromethane; at -40 - 20 ℃; for 4.5h;

DOI:10.1248/cpb.46.1545

Reference yield: 57.0%

6'-allyloxy-2-(benzofuran-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside (217634-73-6) → 5'-allyl-3-(benzo[b]furan-5-yl)-2',6'-dihydroxypropiophenone 2'-O-β-D-glucopyranoside

Guidance literature:

With N,N-diethylaniline; at 230 ℃; for 2h;

DOI:10.1021/jm990175n

upstream raw materials:

allyl bromide

2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone

Downstream raw materials:

Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester methyl ester

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