methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

Base Information

Chemical Name:methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate
CAS No.:1263694-22-9
Molecular Formula:C₁₇H₂₂O₆
Molecular Weight:322.358
Hs Code.:

Synonyms:methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

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Chemical Property of methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

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Technology Process of methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

There total 27 articles about methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate 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%

: methyl 2-(3,5-dimethoxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

: 1263694-22-9
methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

Guidance literature:: With 3,5-dihydroxyphenol; iodine; tetra-(n-butyl)ammonium iodide; aluminium; In benzene; at 0 ℃; for 1.5h; Inert atmosphere;
DOI:10.1055/a-1297-6838

Reference yield: 81.0%

: methyl 2-(3,5-bis((2-chlorobenzyl)oxy)-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

: 1263694-22-9
methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

Guidance literature:: With 20% palladium hydroxide-activated charcoal; hydrogen; In ethyl acetate;
DOI:10.1055/s-0034-1379988

Reference yield:

: 1309953-47-6
2,4-bis(benzyloxy)-6-(2,2-dimethoxyethyl)benzaldehyde

: 1263694-22-9
methyl-2-(3,5-dihydroxy-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)acetyl)phenyl)acetate

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 2 h / 20 °C / Inert atmosphere; Molecular sieve

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

5: Jones reagent / acetone / 0.5 h / 0 °C / Inert atmosphere

6: diethyl ether / Inert atmosphere

7: hydrogen; palladium(II) hydroxide / ethyl acetate / 7.5 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; Jones reagent; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; hydrogen; palladium(II) hydroxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; acetone; 4: oxy-Michael reaction;
DOI:10.1016/j.tetasy.2012.06.009