2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone

Base Information

• Chemical Name: 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone
• CAS No.: 191677-62-0
• Molecular Formula: C₂₅H₂₈O₈
• Molecular Weight: 456.493
• Mol file: 191677-62-0.mol

Synonyms:2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone

Chemical Property of 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone

There total 12 articles about 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone 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%

2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone (191677-58-4) → 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone (191677-62-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃;

DOI:10.1016/S0040-4039(97)00927-1

Reference yield:

3,5-dimethoxyphenol (500-99-2) → 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone (191677-62-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 30 percent / NaH / tetrahydrofuran / 25 °C

2: 80 percent / imidazole / dimethylformamide / 25 °C

3: 61 percent / BuLi / tetrahydrofuran / -78 °C

4: 76 percent / Pr₄NRuO₄, 4-methylmorpholine N-oxide, 4 A molecular sieve / CH₂Cl₂ / 25 °C

5: 95 percent / Bu₄NF / tetrahydrofuran / 25 °C

With 1H-imidazole; n-butyllithium; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)00927-1

Reference yield:

piperonal (120-57-0,30024-74-9) → 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone (191677-62-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 86 percent / tetrahydrofuran / -78 °C

2: 60 percent / PCC / CH₂Cl₂ / 25 °C

3: 43 percent / p-TsOH / benzene / Heating

4: 73 percent / LiAlH₄ / diethyl ether / 25 °C

5: 58 percent / PCC / CH₂Cl₂ / 25 °C

6: 61 percent / BuLi / tetrahydrofuran / -78 °C

7: 76 percent / Pr₄NRuO₄, 4-methylmorpholine N-oxide, 4 A molecular sieve / CH₂Cl₂ / 25 °C

8: 95 percent / Bu₄NF / tetrahydrofuran / 25 °C

With lithium aluminium tetrahydride; n-butyllithium; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0040-4039(97)00927-1

upstream raw materials:

2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[4-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-ethanone

3,5-dimethoxyphenol

piperonal

ethyl 3-(benzo[d][1,3]dioxol-5-yl)-3-hydroxypropanoate

Downstream raw materials:

pongapinone A

(Z)-3-Benzo[1,3]dioxol-5-yl-3-hydroxy-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-propenone