5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

Base Information

Chemical Name:5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone
CAS No.:1437307-75-9
Molecular Formula:C₃₇H₃₄O₁₅
Molecular Weight:718.668
Hs Code.:

Synonyms:5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

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Chemical Property of 5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

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Technology Process of 5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

There total 10 articles about 5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone 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: 80.0%

: 1437307-74-8
4'-acetoxy-5-benzoyl-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

: 1437307-75-9
5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

Guidance literature:: With N,N,N',N'-tetramethylguanidine; In acetonitrile; at 20 ℃; for 3h; regioselective reaction;
DOI:10.1016/j.carres.2013.03.016

Reference yield:

: 10299-59-9
1‐(2‐(benzyloxy)‐6‐hydroxy‐4‐methoxyphenyl)ethan‐1‐one

: 1437307-75-9
5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

Guidance literature:: Multi-step reaction with 8 steps

1: boron trifluoride diethyl etherate / dichloromethane / 5 h / -70 - 20 °C / Molecular sieve

2: sodium methoxide / 1,4-dioxane; methanol / 20 °C

3: pyridine / 0 - 20 °C

4: boron trifluoride diethyl etherate / dichloromethane / -20 - -10 °C

5: iodine / dimethyl sulfoxide / 0.5 h / 130 °C

6: palladium 10% on activated carbon; hydrogen / ethyl acetate; ethanol / 3 h / 20 °C

7: pyridine / 3 h / 20 °C

8: N,N,N',N'-tetramethylguanidine / acetonitrile / 3 h / 20 °C

With pyridine; palladium 10% on activated carbon; boron trifluoride diethyl etherate; sodium methoxide; hydrogen; iodine; N,N,N',N'-tetramethylguanidine; In 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetonitrile; 2: |Aldol Condensation;
DOI:10.1016/j.carres.2013.03.016

Reference yield:

: 2-benzoyl-4',6-dibenzyloxy-3-C-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyl)-4-methoxychalcone

: 1437307-75-9
5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / -20 - -10 °C

2: iodine / dimethyl sulfoxide / 0.5 h / 130 °C

3: palladium 10% on activated carbon; hydrogen / ethyl acetate; ethanol / 3 h / 20 °C

4: pyridine / 3 h / 20 °C

5: N,N,N',N'-tetramethylguanidine / acetonitrile / 3 h / 20 °C

With pyridine; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; iodine; N,N,N',N'-tetramethylguanidine; In ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetonitrile;
DOI:10.1016/j.carres.2013.03.016