7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone

Base Information

• Chemical Name: 7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone
• CAS No.: 136850-84-5
• Molecular Formula: C₃₅H₃₂O₇
• Molecular Weight: 564.635
• Mol file: 136850-84-5.mol

Synonyms:7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone

Chemical Property of 7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone

There total 1 articles about 7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone 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: 81.0%

2,4-dibenzyloxybenzaldehyde (13246-46-3) + 6-acetyl-7-hydroxy-5-methoxy-2,2-dimethyl-4-chromanone (124360-59-4) → 7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone (136850-84-5)

Guidance literature:

With potassium hydroxide; In ethanol; for 7h; Heating;

DOI:10.1248/cpb.39.1704

Reference yield:

7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone (136850-84-5) → 3-(2,4-Bis-benzyloxy-phenyl)-6-hydroxy-5-methoxy-8,8-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-4-one (136850-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: 1.) thallium(III) nitrate trihydrate, 2.) 10percent HCl / 1.) MeOH, 1,2-dichloroethane, 35-38 degC, 6h, 2.) reflux, 3h

3: NaBH₄ / tetrahydrofuran; H₂O / 0.5 h / 5 - 10 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; thallium(III) nitrate trihydrate; In tetrahydrofuran; water;

DOI:10.1248/cpb.39.1704

Reference yield:

7-Hydroxy-5-methoxy-2,2-dimethyl-6-<1-oxo-3-(2,4-bis(benzyloxy)phenyl)-2-propenyl>-4-chromanone (136850-84-5) → alpinum isoflavone (50277-02-6)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine

2: 1.) thallium(III) nitrate trihydrate, 2.) 10percent HCl / 1.) MeOH, 1,2-dichloroethane, 35-38 degC, 6h, 2.) reflux, 3h

3: NaBH₄ / tetrahydrofuran; H₂O / 0.5 h / 5 - 10 °C

4: p-toluenesulfonic acid monohydrate / toluene / 0.33 h / 110 °C

5: 78 percent / BCl₃ / CH₂Cl₂ / 0.25 h / -70 - -65 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; thallium(III) nitrate trihydrate; boron trichloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1248/cpb.39.1704

upstream raw materials:

2,4-dibenzyloxybenzaldehyde

6-acetyl-7-hydroxy-5-methoxy-2,2-dimethyl-4-chromanone

Downstream raw materials:

Acetic acid 6-[(E)-3-(2,4-bis-benzyloxy-phenyl)-acryloyl]-5-methoxy-2,2-dimethyl-4-oxo-chroman-7-yl ester

alpinum isoflavone

parvisoflavone B triacetate

2',4'-Bis(benzyloxy)-5-methoxy-2'',2''-dimethylpyrano<5'',6''-g>isoflavone