(S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione

Base Information

• Chemical Name: (S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione
• CAS No.: 949087-78-9
• Molecular Formula: C₂₇H₂₄O₅
• Molecular Weight: 428.485
• Mol file: 949087-78-9.mol

Synonyms:(S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione

Chemical Property of (S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione

There total 1 articles about (S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione 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: 62.0%

(SR)-1-methoxy-4-((1-methyl-3-vinylcyclohex-3-enyl)methyl)benzene (949087-68-7) + 5-acetoxy-2-bromo-1,4-naphthoquinone (77189-69-6) → (S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione (949087-78-9)

Guidance literature:

(SR)-1-methoxy-4-((1-methyl-3-vinylcyclohex-3-enyl)methyl)benzene; 5-acetoxy-2-bromo-1,4-naphthoquinone; In toluene; at 80 - 100 ℃; for 14h;

With potassium carbonate; In methanol; for 12h; Further stages.;

DOI:10.1021/jo070709p

Reference yield: 96.0%

(S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione (949087-78-9) + methyl iodide (74-88-4) → (S)-8-methoxy-3-(4-methoxybenzyloxy)-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione (949087-79-0)

Guidance literature:

With silver(l) oxide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jo070709p

Reference yield:

(S)-3-(4-methoxybenzyloxy)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione (949087-78-9) → (-)-MM 47755 (117620-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / Ag₂O / CH₂Cl₂ / 5 h / 20 °C

2: 89 percent / DDQ / CH₂Cl₂ / 0.5 h / 0 °C / pH 7

3: 46 percent / O₂ / benzene / 24 h / Irradiation

With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; silver(l) oxide; In dichloromethane; benzene;

DOI:10.1021/jo070709p

upstream raw materials:

(SR)-1-methoxy-4-((1-methyl-3-vinylcyclohex-3-enyl)methyl)benzene

5-acetoxy-2-bromo-1,4-naphthoquinone

Downstream raw materials:

(S)-8-methoxy-3-(4-methoxybenzyloxy)-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione

(-)-MM 47755