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

Base Information

Chemical Name:[4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acetic acid
CAS No.:476330-54-8
Molecular Formula:C₂₂H₂₆O₁₂
Molecular Weight:482.441
Hs Code.:

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

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Chemical Property of [4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acetic acid

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Technology Process of [4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acetic acid

There total 3 articles about [4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acetic acid 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: 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:

: 27727-37-3
benzyl p-hydroxyphenylacetate

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

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / AgOTf / CH₂Cl₂ / 2 h / cooling

2: 91 percent / H₂; MeOH / Pd/C / ethyl acetate / 1 h / 20 °C

With methanol; hydrogen; silver trifluoromethanesulfonate; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/ol0265315

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / AgOTf / CH₂Cl₂ / 2 h / cooling

2: 91 percent / H₂; MeOH / Pd/C / ethyl acetate / 1 h / 20 °C

With methanol; hydrogen; silver trifluoromethanesulfonate; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/ol0265315