2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione

Base Information

Chemical Name:2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione
CAS No.:178624-66-3
Molecular Formula:C₂₆H₂₂O₆
Molecular Weight:430.457
Hs Code.:

Synonyms:2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione

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Chemical Property of 2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione

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Technology Process of 2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione

There total 6 articles about 2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione 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: 44.0%

: 2,3-dihydro-2,3-(isopropylidenedioxy)-4-{[(4-methoxybenzyl)oxy]methyl}-1H-cyclopent[a]anthracene-6,11-dione

: 178624-66-3
2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; for 4h; Heating;
DOI:10.1021/jm950881y

Reference yield:

: 120385-24-2
<(4-methoxybenzyl)oxy>tributylstannyl methane

: 178624-66-3
2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, -78 deg C, 1 h

2: 99 percent / TFAA, DMSO / CH₂Cl₂ / 0.5 h / -55 °C

3: 1.) s-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) 0 deg C, 1 h, b) RT, 3 h

4: 2.) 1-octene / 2.) 10percent Pd/C / 1.) toluene, reflux, 20 h, 2.) toluene, reflux, 48 h

5: 44 percent / pyridinium p-toluenesulfonate / methanol / 4 h / Heating

With n-butyllithium; oct-1-ene; sec.-butyllithium; pyridinium p-toluenesulfonate; dimethyl sulfoxide; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jm950881y

Reference yield:

: 2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxole-6-carbaldehyde

: 178624-66-3
2,3-Dihydroxy-4-(4-methoxy-benzyloxymethyl)-2,3-dihydro-1H-cyclopenta[a]anthracene-6,11-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, -78 deg C, 1 h

2: 99 percent / TFAA, DMSO / CH₂Cl₂ / 0.5 h / -55 °C

3: 1.) s-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) 0 deg C, 1 h, b) RT, 3 h

4: 2.) 1-octene / 2.) 10percent Pd/C / 1.) toluene, reflux, 20 h, 2.) toluene, reflux, 48 h

5: 44 percent / pyridinium p-toluenesulfonate / methanol / 4 h / Heating

With n-butyllithium; oct-1-ene; sec.-butyllithium; pyridinium p-toluenesulfonate; dimethyl sulfoxide; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jm950881y