4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]

Base Information

Chemical Name:4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]
CAS No.:1237479-02-5
Molecular Formula:C₄₂H₃₆O₁₆
Molecular Weight:796.738
Hs Code.:

Synonyms:4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]

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Chemical Property of 4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]

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Technology Process of 4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]

There total 3 articles about 4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate] 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: 50.0%

: methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucuronate

: 41350-12-3
4',5-di-O-benzoylnaringenin

: 1237479-02-5
4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; Molecular sieve; Inert atmosphere; Cooling with ice;
DOI:10.1021/jf1010403

Reference yield:

: 125130-59-8
4',5,7-tri-O-benzoylnaringenin

: 1237479-02-5
4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole; thiophenol / 1-methyl-pyrrolidin-2-one / 0 - 20 °C

2: boron trifluoride diethyl etherate / dichloromethane / 20 °C / Molecular sieve; Inert atmosphere; Cooling with ice

With 1H-imidazole; boron trifluoride diethyl etherate; thiophenol; In 1-methyl-pyrrolidin-2-one; dichloromethane;
DOI:10.1021/jf1010403

Reference yield:

: 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

: 1237479-02-5
4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice

2: 1H-imidazole; thiophenol / 1-methyl-pyrrolidin-2-one / 0 - 20 °C

3: boron trifluoride diethyl etherate / dichloromethane / 20 °C / Molecular sieve; Inert atmosphere; Cooling with ice

With 1H-imidazole; boron trifluoride diethyl etherate; thiophenol; triethylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane;
DOI:10.1021/jf1010403