2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(3,4,5-trimethoxyphenyl)meth yl]-, trans-

Base Information

• Chemical Name: 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(3,4,5-trimethoxyphenyl)meth yl]-, trans-
• CAS No.: 111768-69-5
• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.471
• Mol file: 111768-69-5.mol

Synonyms:

Chemical Property of 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(3,4,5-trimethoxyphenyl)meth yl]-, trans-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(3,4,5-trimethoxyphenyl)meth yl]-, trans-

There total 12 articles about 2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]dihydro-3-[(3,4,5-trimethoxyphenyl)meth yl]-, trans- 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: 31.0%

(3R*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4-methylenedioxybenzyl)-4,5-dihydro-2(3H)-furanone (17301-91-6,40456-50-6,61091-56-3,72690-16-5,96745-44-7,119066-80-7,128049-89-8,139560-31-9) → di-O-methylthujaplicantin methyl ether (6512-69-2,6512-71-6,10516-73-1,65700-61-0,111768-69-5,118626-39-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 0.5h;

Reference yield:

piperonal (120-57-0,30024-74-9) → di-O-methylthujaplicantin methyl ether (6512-69-2,6512-71-6,10516-73-1,65700-61-0,111768-69-5,118626-39-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 40 percent / dimethylformamide; tetrahydrofuran / 240 h / Ambient temperature

2: 99 percent / 20percent Pd/C, H₂ / ethyl acetate

3: 1.) potassium hydroxide, 2.) sodium borohydride, calcium chloride / 1.) ethanol, 2.) ethanol, a) -23 deg C, 1 h, b.) room temp., overnight

4: 1.) butyllitium, diisopropylamine / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, 2 h

5: 1.) trifluoroacetic acid, triethylamine, 2.) H₂ / 10percent Pd/C / 1.) ethyl acetate, 0 deg C, 2.) ethyl acetate, RT, 1 atm

6: 31 percent / boron tribromide / CH₂Cl₂ / 0.5 h / -78 °C

With potassium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; n-butyllithium; hydrogen; boron tribromide; triethylamine; diisopropylamine; trifluoroacetic acid; calcium chloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

(E)-3-(methoxycarbonyl)-4-(3,4-dimethoxyphe-nyl)but-3-enoic acid (115061-18-2) → di-O-methylthujaplicantin methyl ether (6512-69-2,6512-71-6,10516-73-1,65700-61-0,111768-69-5,118626-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / 10percent Pd/C, H₂ / ethyl acetate

2: 1.) potassium hydroxide, 2.) sodium borohydride, calcium chloride / 1.) ethanol, 2.) ethanol, a.) -23 deg C, 1 h, b.) room temp., overnight

3: 1.) litium diisopropylamide, 2.) TMEDA / 1.) THF, - 78 deg C, 30 min., 2.) -23 deg C, 5 h

With potassium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; N,N,N,N,-tetramethylethylenediamine; hydrogen; calcium chloride; lithium diisopropyl amide; In ethyl acetate;

upstream raw materials:

(3R*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4-methylenedioxybenzyl)-4,5-dihydro-2(3H)-furanone

rac-(7'ξ,8β,8'α)-7'-hydroxy-3,4,3',4',5'-pentamethoxylignan-9',9-olide

piperonal

4-(1,3-benzodioxol-5-ylmethyl)-4,5-dihydrofuran-2(3H)-one