[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester

Base Information

Chemical Name:[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester
CAS No.:476330-47-9
Molecular Formula:C₂₉H₃₂O₁₂
Molecular Weight:572.566
Hs Code.:

Synonyms:[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester

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Chemical Property of [4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester

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Technology Process of [4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester

There total 1 articles about [4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester 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: 67.0%

: 27727-37-3
benzyl p-hydroxyphenylacetate

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

: 476330-47-9
[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; for 2h; cooling;
DOI:10.1021/ol0265315

Reference yield: 91.0%

: 476330-47-9
[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester

: 476330-54-8
[4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acetic acid

Guidance literature:: With methanol; hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1021/ol0265315

Reference yield:

: 476330-47-9
[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-acetic acid benzyl ester

: 476330-52-6
triethylammonium [4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-fluoroacetate

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / H₂; MeOH / Pd/C / ethyl acetate / 1 h / 20 °C

2: 95 percent / DCC; DMAP / CH₂Cl₂ / 10 h / 20 °C

3: 92 percent / NBS / AlBN / CCl₄ / 1 h / Irradiation

4: 55 percent / AgNO₃; Ag₂CO₃ / acetone; H₂O / 0.5 h / 20 °C

5: 85 percent / DAST / CH₂Cl₂ / 15 h / 20 °C

6: 95 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

With methanol; dmap; N-Bromosuccinimide; hydrogen; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; 4,4'-diaminostilbene-2,2'-disulfonic acid; silver carbonate; palladium on activated charcoal; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1021/ol0265315