6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione

Base Information

• Chemical Name: 6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione
• CAS No.: 97467-33-9
• Molecular Formula: C₂₈H₂₂O₆
• Molecular Weight: 454.479

Synonyms:6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione

Chemical Property of 6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione

Chemical Property:

Purity/Quality:

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Technology Process of 6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione

There total 7 articles about 6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-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: 95.0%

5-Hydroxy-9-methyl-2,2-diphenyl-7-trimethylsilanyloxy-6a,7,10,10a-tetrahydro-1,3-dioxa-cyclopenta[a]anthracene-6,11-dione (97485-97-7) → 6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione (97467-33-9)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.25h; Ambient temperature;

DOI:10.1021/jo00220a001

Reference yield: 90.0%

(1RS,4aRS,9aRS)-5,6,8-trihydroxy-3-methyl-1-trimethylsilyloxy-1,4,4a,9a-tetrahydro-9,10-anthraquinone 5,6-benzophenone acetal (97485-97-7,102419-30-7,139341-77-8) → (6aR,7S,10aR)-5,7-Dihydroxy-9-methyl-2,2-diphenyl-6a,7,10,10a-tetrahydro-1,3-dioxa-cyclopenta[a]anthracene-6,11-dione (97467-33-9,139237-65-3)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.416667h; Ambient temperature;

Reference yield:

Dichlorodiphenylmethane (2051-90-3) → 6a,7,10,10a-tetrahydro-5,7-dihydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione (97467-33-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / K₂CO₃*1.5 H₂O / acetonitrile / 20 h / Ambient temperature

2: tetraacetyldiborate / diethyl ether / 1 h / Ambient temperature

3: 95 percent / 1N HCl / aq. ethanol / 0.25 h / Ambient temperature

With hydrogenchloride; tetraacetyl diborate; potassium carbonate; In diethyl ether; ethanol; acetonitrile;

DOI:10.1021/jo00220a001

upstream raw materials:

(1RS,4aRS,9aRS)-5,6,8-trihydroxy-3-methyl-1-trimethylsilyloxy-1,4,4a,9a-tetrahydro-9,10-anthraquinone 5,6-benzophenone acetal

3,3-dimethyl acrylaldehyde

(E)-trimethyl((3-methylbuta-1,3-dien-1-yl)oxy)silane

5-Hydroxy-9-methyl-2,2-diphenyl-7-trimethylsilanyloxy-6a,7,10,10a-tetrahydro-1,3-dioxa-cyclopenta[a]anthracene-6,11-dione

Downstream raw materials:

C₂₈H₂₂O₇

(1RS,2SR,3RS,4aRS,9aRS)-2,3-epoxy-1,5,6,8-tetrahydroxy-3-methyl-1,2,3,4,4a,9a-hexahydro-9,10-anthraquinone 5,6-benzophenone acetal

5-hydroxy-9-methyl-2,2-diphenylanthra<1,2-d>-1,3-dioxole-6,11-dione

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