[3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

Base Information

Chemical Name:[3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone
CAS No.:620178-00-9
Molecular Formula:C₂₀H₂₀Cl₂O₅
Molecular Weight:411.282
Hs Code.:

Synonyms:[3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

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Chemical Property of [3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

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Technology Process of [3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

There total 11 articles about [3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone 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%

: 620177-98-2
[3,5-bis(methoxymethoxy)-2-(3-methylbut-2-enyl)phenyl][3,5-dichloro-2-methoxy-6-(methoxymethoxy)-4-methylphenyl]methanone

: 620178-00-9
[3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

Guidance literature:: With methanol; camphor-10-sulfonic acid; at 20 ℃; for 24h;
DOI:10.1016/S0040-4020(03)01136-0

Reference yield:

: 79834-15-4
(2-bromo-3,5-bis(methoxymethoxy)phenyl)methanol

: 620178-00-9
[3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / imidazole; DMAP / CH₂Cl₂ / 0 - 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.25 h / -78 °C

2.2: CuCN*2LiCl / tetrahydrofuran; pentane / 1 h / -15 °C

2.3: HMPA / tetrahydrofuran; pentane / -78 - 20 °C

3.1: 531 mg / tetrabutylammonium fluoride / tetrahydrofuran / 8 h / 20 °C

4.1: 91 percent / IBX / dimethylsulfoxide / 5 h / 20 °C

5.1: BuLi / tetrahydrofuran / 0.25 h / -78 °C

5.2: 86 percent / tetrahydrofuran / -78 - 20 °C

6.1: 88 percent / Dess-Martin reagent / CH₂Cl₂ / 3 h / 20 °C

7.1: 91 percent / methanol; camphorsulfonic acid / 24 h / 20 °C

With 1H-imidazole; methanol; dmap; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; tert.-butyl lithium; Dess-Martin periodane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; pentane; 6.1: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(03)01136-0

Reference yield:

: 620177-94-8
methyl 2,6-dibromo-3,5-dihydroxybenzoate

: 620178-00-9
[3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl](3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent / ethyldiisopropylamine / CH₂Cl₂; acetonitrile / 0 - 20 °C

2.1: 91 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

3.1: 87 percent / imidazole; DMAP / CH₂Cl₂ / 0 - 20 °C

4.1: t-BuLi / tetrahydrofuran; pentane / 0.25 h / -78 °C

4.2: CuCN*2LiCl / tetrahydrofuran; pentane / 1 h / -15 °C

4.3: HMPA / tetrahydrofuran; pentane / -78 - 20 °C

5.1: 531 mg / tetrabutylammonium fluoride / tetrahydrofuran / 8 h / 20 °C

6.1: 91 percent / IBX / dimethylsulfoxide / 5 h / 20 °C

7.1: BuLi / tetrahydrofuran / 0.25 h / -78 °C

7.2: 86 percent / tetrahydrofuran / -78 - 20 °C

8.1: 88 percent / Dess-Martin reagent / CH₂Cl₂ / 3 h / 20 °C

9.1: 91 percent / methanol; camphorsulfonic acid / 24 h / 20 °C

With 1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; tert.-butyl lithium; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile; pentane; 8.1: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(03)01136-0