1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

Base Information

Chemical Name:1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone
CAS No.:906653-33-6
Molecular Formula:C₅₆H₅₄O₁₀
Molecular Weight:887.039
Hs Code.:

Synonyms:1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

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Chemical Property of 1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

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Technology Process of 1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

There total 5 articles about 1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone 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: 66.0%

: 906653-32-5
1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 906653-33-6
1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/j.tet.2006.05.046

Reference yield:

: 137790-18-2
5,7-bis(benzyloxy)-2-phenyl-4H-chromen-4-one

: 906653-33-6
1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 74 percent / KOH; pyridine / bis-(2-hydroxy-ethyl) ether / 4 h / 120 °C

2.1: LDA; chlorotrimethylsilane / tetrahydrofuran / 0.5 h / 0 °C

2.2: NaHCO₃; mCPBA / CH₂Cl₂ / 1.5 h / 0 °C

2.3: 73 percent / para-toluenesulfonic acid / tetrahydrofuran; H₂O / 0.5 h / 20 °C

3.1: 66 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -78 °C

With pyridine; potassium hydroxide; chloro-trimethyl-silane; boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; diethylene glycol;
DOI:10.1016/j.tet.2006.05.046

Reference yield:

: 480-40-0
5,7-dihydroxy-2-phenyl-chromen-4-one

: 906653-33-6
1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / K₂CO₃ / dimethylformamide / 96 h / 70 °C

2.1: 74 percent / KOH; pyridine / bis-(2-hydroxy-ethyl) ether / 4 h / 120 °C

3.1: LDA; chlorotrimethylsilane / tetrahydrofuran / 0.5 h / 0 °C

3.2: NaHCO₃; mCPBA / CH₂Cl₂ / 1.5 h / 0 °C

3.3: 73 percent / para-toluenesulfonic acid / tetrahydrofuran; H₂O / 0.5 h / 20 °C

4.1: 66 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -78 °C

With pyridine; potassium hydroxide; chloro-trimethyl-silane; boron trifluoride diethyl etherate; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; diethylene glycol;
DOI:10.1016/j.tet.2006.05.046