(R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one

Base Information

• Chemical Name: (R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one
• CAS No.: 171565-86-9
• Molecular Formula: C₃₀H₃₀O₈
• Molecular Weight: 518.563
• Mol file: 171565-86-9.mol

Synonyms:(R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one

Chemical Property of (R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one

There total 16 articles about (R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one 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: 100.0%

(3aS,R-Biar)-11-benzyloxy-3a,4-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one → (R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one (171565-86-9)

Guidance literature:

With triethylsilane; Wilkinson's catalyst; In toluene; Heating;

DOI:10.1016/0040-4020(95)00702-A

Reference yield:

methyl galloate (99-24-1) → (R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one (171565-86-9)

Guidance literature:

Multi-step reaction with 13 steps

2: 97 percent / K₂CO₃ / acetone / 1.5 h / Heating

3: 100 percent / hydrogen / 10percent Pd-C / methanol / 20 h

4: Br₂, t-BuNH₂ / CH₂Cl₂; toluene / -70 deg C, 30 min, room temp., 4 h

5: 6.95 g / K₂CO₃ / acetone / 3 h / Heating

6: 100 percent / DIBAH / toluene; tetrahydrofuran / 0.25 h / 0 °C

7: 94 percent / MnO₂ / CH₂Cl₂ / 16.5 h / Heating

9: 55 percent / Fe(ClO₄)3*6H₂O, CF₃CO₂H / CH₂Cl₂ / 3.5 h / Ambient temperature

10: 96 percent / hydrogen / 10percent Pd-C / ethyl acetate / 1 h

11: 100 percent / K₂CO₃ / dimethylformamide / 2 h / 60 °C

12: 92 percent / Zn / ethanol / 34 h / Heating

13: 100 percent / Rh(PPh₃)3Cl, Et₃SiH / toluene / Heating

With triethylsilane; manganese(IV) oxide; Wilkinson's catalyst; hexaaquairon(III) perchlorate; hydrogen; bromine; diisobutylaluminium hydride; potassium carbonate; tert-butylamine; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/0040-4020(95)00702-A

Reference yield:

methyl 3-benzyloxy-4,5-dimethoxybenzoate (26409-24-5) → (R-Biar)-11-benzyloxy-4,13-dihydro-6,7,8,9,10-pentamethoxydibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one (171565-86-9)

Guidance literature:

Multi-step reaction with 11 steps

1: 100 percent / hydrogen / 10percent Pd-C / methanol / 20 h

2: Br₂, t-BuNH₂ / CH₂Cl₂; toluene / -70 deg C, 30 min, room temp., 4 h

3: 6.95 g / K₂CO₃ / acetone / 3 h / Heating

4: 100 percent / DIBAH / toluene; tetrahydrofuran / 0.25 h / 0 °C

5: 94 percent / MnO₂ / CH₂Cl₂ / 16.5 h / Heating

7: 55 percent / Fe(ClO₄)3*6H₂O, CF₃CO₂H / CH₂Cl₂ / 3.5 h / Ambient temperature

8: 96 percent / hydrogen / 10percent Pd-C / ethyl acetate / 1 h

9: 100 percent / K₂CO₃ / dimethylformamide / 2 h / 60 °C

10: 92 percent / Zn / ethanol / 34 h / Heating

11: 100 percent / Rh(PPh₃)3Cl, Et₃SiH / toluene / Heating

With triethylsilane; manganese(IV) oxide; Wilkinson's catalyst; hexaaquairon(III) perchlorate; hydrogen; bromine; diisobutylaluminium hydride; potassium carbonate; tert-butylamine; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/0040-4020(95)00702-A

upstream raw materials:

methyl galloate

3-hydroxy-4,5-dimethoxybenzoate

methyl 3-benzyloxy-4,5-dimethoxybenzoate

methyl 3-(benzyloxy)-4,5-dihydroxybenzoate