9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol

Base Information

• Chemical Name: 9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol
• CAS No.: 672306-34-2
• Molecular Formula: C₂₈H₂₈O₄S
• Molecular Weight: 460.594

Synonyms:9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol

Chemical Property of 9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol

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Technology Process of 9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol

There total 5 articles about 9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol 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: 29.0%

ethyl phenyl sulfone (599-70-2) + methyl 9-isopropyl-1,6-dimethyl-5-[(phenylsulfonyl)acetyl]heptalene-4-carboxylate (672306-31-9) → 9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol (672306-34-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -40 - 10 ℃; for 5h;

DOI:10.1002/hlca.200390335

Reference yield: 26.0%

methylphenylsulfonate (3112-85-4) + ethyl phenyl sulfone (599-70-2) + rac-12-isopropyl-5,5-dimethoxy-9,15-dimethyl-4-oxatricyclo<8.5.0.0.2,6>pentadeca-2(6),7,9,11,13,15-hexaen-3-one (112471-74-6,112531-28-9) → 9-isopropyl-7,12-dimethyl-3-(phenylsulfonyl)benzo[a]-heptalene-2,4-diol (202286-64-4) + 9-isopropyl-1,7,12-trimethyl-3-(phenylsulfonyl)benzo[a]-heptalene-2,4-diol + 9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol (672306-34-2)

Guidance literature:

methylphenylsulfonate; rac-12-isopropyl-5,5-dimethoxy-9,15-dimethyl-4-oxatricyclo<8.5.0.0.^2,6>pentadeca-2(6),7,9,11,13,15-hexaen-3-one; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h;

ethyl phenyl sulfone; With n-butyllithium; In tetrahydrofuran; at -40 - 20 ℃; for 18h;

DOI:10.1002/hlca.200390335

Reference yield:

dimethyl 1,6-dimethyl-9-(1-methylethyl)heptalene-4,5-dicarboxylate (98525-07-6,72898-39-6,98525-12-3,98525-13-4) → 9-isopropyl-4,7,12-trimethyl-2-(phenylsulfonyl)benzo[a]heptalene-1,3-diol (672306-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.79 g / BuLi / tetrahydrofuran / 4 h / -40 °C

2: 85 percent / K₂CO₃ / acetone / 20 °C

3: 19 percent / MeLi*LiBr / tetrahydrofuran; hexane / 5 h / -40 - 10 °C

With n-butyllithium; methyllithium lithium bromide; potassium carbonate; In tetrahydrofuran; hexane; acetone;

DOI:10.1002/hlca.200390335

upstream raw materials:

methylphenylsulfonate

ethyl phenyl sulfone

rac-12-isopropyl-5,5-dimethoxy-9,15-dimethyl-4-oxatricyclo<8.5.0.0.^2,6>pentadeca-2(6),7,9,11,13,15-hexaen-3-one

methyl 9-isopropyl-1,6-dimethyl-5-[(phenylsulfonyl)acetyl]heptalene-4-carboxylate

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