4H-1-Benzopyran-4-one, 3-[3-methoxy-4,6-bis[(2-methoxyethoxy)methoxy]-2-(3-methyl-2-butenyl) phenyl]-7-[(2-methoxyethoxy)methoxy]-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 3-[3-methoxy-4,6-bis[(2-methoxyethoxy)methoxy]-2-(3-methyl-2-butenyl) phenyl]-7-[(2-methoxyethoxy)methoxy]-
• CAS No.: 849338-79-0
• Molecular Formula: C₃₃H₄₄O₁₂
• Molecular Weight: 632.705
• Mol file: 849338-79-0.mol

Synonyms:

Chemical Property of 4H-1-Benzopyran-4-one, 3-[3-methoxy-4,6-bis[(2-methoxyethoxy)methoxy]-2-(3-methyl-2-butenyl) phenyl]-7-[(2-methoxyethoxy)methoxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-1-Benzopyran-4-one, 3-[3-methoxy-4,6-bis[(2-methoxyethoxy)methoxy]-2-(3-methyl-2-butenyl) phenyl]-7-[(2-methoxyethoxy)methoxy]-

There total 13 articles about 4H-1-Benzopyran-4-one, 3-[3-methoxy-4,6-bis[(2-methoxyethoxy)methoxy]-2-(3-methyl-2-butenyl) phenyl]-7-[(2-methoxyethoxy)methoxy]- 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:

(E)-1-[2-hydroxy-4-(2-methoxyethoxymethoxy)phenyl]-3-dimethylaminopropen-1-one (849338-68-7) → 5'-methoxy-7,2',4'-tris(2-methoxyethoxymethoxy)-6'-(3,3-dimethylallyl)isoflavone (849338-79-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 64 percent / N-bromosuccinimide; silica gel / CHCl₃ / 0.5 h / 0 °C

2.1: 89 percent / aq. Na₂CO₃; tetrabutylammonium bromide / Pd(PPh₃)4 / benzene / 3 h / 80 °C

3.1: m-CPBA; NaHCO₃ / CH₂Cl₂ / 0.42 h / -10 °C

3.2: 80 percent / KOH / methanol / 0.5 h / 20 °C / pH 9 - 10

4.1: CuCl₂; DBU / acetonitrile / 0.25 h / cooling

4.2: 70 percent / acetonitrile / 6.5 h / 20 °C

5.1: 88 percent / H₂; quinoline / Lindlar's catalyst / ethanol / 0.67 h / 20 °C / ambient pressure

6.1: 89 percent / N,N-diethylaniline / 0.5 h / 180 °C

7.1: 89 percent / aq. NaOH; benzyltributylammonium chloride / benzene / 2.5 h / 20 °C

With quinoline; sodium hydroxide; N-Bromosuccinimide; tetrabutylammomium bromide; hydrogen; benzyltri(n-butyl)ammonium chloride; silica gel; sodium hydrogencarbonate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; copper dichloride; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; dichloromethane; chloroform; acetonitrile; benzene; 2.1: Suzuki-Miyaura coupling / 3.1: Baeyer-Villiger oxidation / 6.1: Claisen rearrangement;

DOI:10.1039/b414955f

Reference yield:

5-bromo-2,4-bis(2-methoxyethoxymethoxy)benzaldehyde diethyl acetal (849338-71-2) → 5'-methoxy-7,2',4'-tris(2-methoxyethoxymethoxy)-6'-(3,3-dimethylallyl)isoflavone (849338-79-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

2.1: 0.116 g / aq. HCl / 0.33 h / 0 °C

3.1: 89 percent / aq. Na₂CO₃; tetrabutylammonium bromide / Pd(PPh₃)4 / benzene / 3 h / 80 °C

4.1: m-CPBA; NaHCO₃ / CH₂Cl₂ / 0.42 h / -10 °C

4.2: 80 percent / KOH / methanol / 0.5 h / 20 °C / pH 9 - 10

5.1: CuCl₂; DBU / acetonitrile / 0.25 h / cooling

5.2: 70 percent / acetonitrile / 6.5 h / 20 °C

6.1: 88 percent / H₂; quinoline / Lindlar's catalyst / ethanol / 0.67 h / 20 °C / ambient pressure

7.1: 89 percent / N,N-diethylaniline / 0.5 h / 180 °C

8.1: 89 percent / aq. NaOH; benzyltributylammonium chloride / benzene / 2.5 h / 20 °C

With quinoline; hydrogenchloride; sodium hydroxide; n-butyllithium; tetrabutylammomium bromide; hydrogen; benzyltri(n-butyl)ammonium chloride; sodium hydrogencarbonate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; copper dichloride; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; benzene; 3.1: Suzuki-Miyaura coupling / 4.1: Baeyer-Villiger oxidation / 7.1: Claisen rearrangement;

DOI:10.1039/b414955f

Reference yield:

5-bromo-2,4-bis(2-methoxyethoxymethoxy)benzaldehyde (849338-70-1) → 5'-methoxy-7,2',4'-tris(2-methoxyethoxymethoxy)-6'-(3,3-dimethylallyl)isoflavone (849338-79-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 100 percent / NH₄Cl / ethanol / 2 h / 90 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

3.1: 0.116 g / aq. HCl / 0.33 h / 0 °C

4.1: 89 percent / aq. Na₂CO₃; tetrabutylammonium bromide / Pd(PPh₃)4 / benzene / 3 h / 80 °C

5.1: m-CPBA; NaHCO₃ / CH₂Cl₂ / 0.42 h / -10 °C

5.2: 80 percent / KOH / methanol / 0.5 h / 20 °C / pH 9 - 10

6.1: CuCl₂; DBU / acetonitrile / 0.25 h / cooling

6.2: 70 percent / acetonitrile / 6.5 h / 20 °C

7.1: 88 percent / H₂; quinoline / Lindlar's catalyst / ethanol / 0.67 h / 20 °C / ambient pressure

8.1: 89 percent / N,N-diethylaniline / 0.5 h / 180 °C

9.1: 89 percent / aq. NaOH; benzyltributylammonium chloride / benzene / 2.5 h / 20 °C

With quinoline; hydrogenchloride; sodium hydroxide; n-butyllithium; tetrabutylammomium bromide; hydrogen; benzyltri(n-butyl)ammonium chloride; sodium hydrogencarbonate; sodium carbonate; ammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; copper dichloride; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; benzene; 4.1: Suzuki-Miyaura coupling / 5.1: Baeyer-Villiger oxidation / 8.1: Claisen rearrangement;

DOI:10.1039/b414955f

upstream raw materials:

3-bromo-7-(2-methoxyethoxymethoxy)chromone

(E)-1-[2-hydroxy-4-(2-methoxyethoxymethoxy)phenyl]-3-dimethylaminopropen-1-one

5-bromo-2,4-bis(2-methoxyethoxymethoxy)benzaldehyde

5-borono-2,4-bis(2-methoxyethoxymethoxy)benzaldehyde