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

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Chemical Name:(Z)-3-Benzo[1,3]dioxol-5-yl-3-hydroxy-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-propenone
CAS No.:191677-66-4
Molecular Formula:C₂₃H₂₄O₇
Molecular Weight:412.439
Hs Code.:

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

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

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

There total 13 articles about (Z)-3-Benzo[1,3]dioxol-5-yl-3-hydroxy-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-propenone 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: 96.0%

: 191677-62-0
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

: 191677-66-4
(Z)-3-Benzo[1,3]dioxol-5-yl-3-hydroxy-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-propenone

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 25 ℃;
DOI:10.1016/S0040-4039(97)00927-1

Reference yield:

: 500-99-2
3,5-dimethoxyphenol

: 191677-66-4
(Z)-3-Benzo[1,3]dioxol-5-yl-3-hydroxy-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-propenone

Guidance literature:: Multi-step reaction with 6 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

6: 96 percent / concd. HCl / tetrahydrofuran / 25 °C

With 1H-imidazole; hydrogenchloride; 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:

: 120-57-0,30024-74-9
piperonal

: 191677-66-4
(Z)-3-Benzo[1,3]dioxol-5-yl-3-hydroxy-1-[4-hydroxy-2,6-dimethoxy-3-(3-methyl-but-2-enyl)-phenyl]-propenone

Guidance literature:: Multi-step reaction with 9 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

9: 96 percent / concd. HCl / tetrahydrofuran / 25 °C

With hydrogenchloride; 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