6-DEMETHOXY-ICHTHYNONE

Base Information

• Chemical Name: 6-DEMETHOXY-ICHTHYNONE
• CAS No.: 24211-36-7
• Molecular Formula: C22H18 O6
• Molecular Weight: 378.381
• Hs Code.: 2932999099
• Mol file: 24211-36-7.mol

Synonyms:4H,8H-Benzo[1,2-b:3,4-b']dipyran-4-one,3-[2-methoxy-4,5-(methylenedioxy)phenyl]-8,8-dimethyl- (6CI,8CI); Jamaicin

Chemical Property of 6-DEMETHOXY-ICHTHYNONE

Chemical Property:

• Melting Point: 193-194 °C
• Boiling Point: 558.7±50.0 °C(Predicted)
• PSA: 67.13000
• Density: 1.332±0.06 g/cm3(Predicted)
• LogP: 4.38150

Purity/Quality:

99%+, ^*data from raw suppliers

Jamaicin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Jamaicin, is naturally occurring isoflavone. The highly oxygenated versions of isoflavones, have estrogenic activity. Crude preparations of these compounds have also been used as fish narcotics, insecticides, and antifungals. Jamaicin, is also structurally similar to Berberine (B318150).

Technology Process of 6-DEMETHOXY-ICHTHYNONE

There total 10 articles about 6-DEMETHOXY-ICHTHYNONE 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: 87.0%

bis(dimethylamino)methoxymethane (1186-70-5) + 2,2-dimethyl-5-hydroxy-6-(2-methoxy-4,5-methylenedioxyphenylacetyl)-2H-1-benzopyran (107914-34-1) → AnCoA4 (24211-36-7)

Guidance literature:

at 95 ℃; for 1h;

DOI:10.1021/jo00386a014

Reference yield:

2-methoxy-4,5-methylenedioxybenzaldehyde (5780-00-7) → AnCoA4 (24211-36-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / NaOH / 1 h / 80 °C

2: 72 percent / copper(II) chloride dihydrate, HCl / 36 h / Heating

3: 1N NaOH / tetrahydrofuran; H₂O / 17 h / Ambient temperature

4: oxalyl chloride / CH₂Cl₂ / 17 h / Ambient temperature

5: 44 percent / titanium(IV) chloride / CH₂Cl₂ / 1.5 h / -78 °C

6: 87 percent / 1 h / 95 °C

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; titanium tetrachloride; copper dichloride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo00386a014

Reference yield:

Δ3-2,2-dimethyl-5-hydroxy-benzopyran (6537-43-5) → AnCoA4 (24211-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / titanium(IV) chloride / CH₂Cl₂ / 1.5 h / -78 °C

2: 87 percent / 1 h / 95 °C

With titanium tetrachloride; In dichloromethane;

DOI:10.1021/jo00386a014

upstream raw materials:

bis(dimethylamino)methoxymethane

2,2-dimethyl-5-hydroxy-6-(2-methoxy-4,5-methylenedioxyphenylacetyl)-2H-1-benzopyran

Δ³-2,2-dimethyl-5-hydroxy-benzopyran

(2-methoxy-4,5-methylenedioxyphenyl)acetic acid

Downstream raw materials:

formic acid

2,2-dimethyl-5-hydroxy-6-(2-methoxy-4,5-methylenedioxyphenylacetyl)-2H-1-benzopyran

Refernces