(methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2

Base Information

• Chemical Name: (methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2
• CAS No.: 92936-08-8
• Molecular Formula: C₂₂H₂₄O₉
• Molecular Weight: 432.427
• Mol file: 92936-08-8.mol

Synonyms:

Chemical Property of (methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2

There total 5 articles about (methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2 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:

4-methoxy-benzo[1,3]dioxole (1817-95-4) → (methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2 (92830-79-0,92936-08-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 48 percent / oxychlorure de phosphore / 2 h / 100 °C

2: 95 percent / NaOMe / methanol / 6 h / Heating

3: 83 percent / H₂ / 10percent Pd/C / ethyl acetate / 7 h / 3750.3 Torr / Ambient temperature

4: 1.) potasse; 2.) CaCl₂, NaBH₄, potasse / 1.) ethanol; 2.) ethanol, eau, TA, 5 h

5: 1.) HMPT, 1.4 M n-BuLi; 2.) hexamethyldisilylamine, 1.4M n-BuLi / 1.) benzene, hexane, 0 deg C; 2.) hexane, benzene, TA, 15 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; oxychlorure de phosphore; potasse; hydrogen; sodium methylate; 1,1,1,3,3,3-hexamethyl-disilazane; calcium chloride; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1016/S0040-4020(01)83505-5

Reference yield:

4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde (5779-99-7) → (methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2 (92830-79-0,92936-08-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / NaOMe / methanol / 6 h / Heating

2: 83 percent / H₂ / 10percent Pd/C / ethyl acetate / 7 h / 3750.3 Torr / Ambient temperature

3: 1.) potasse; 2.) CaCl₂, NaBH₄, potasse / 1.) ethanol; 2.) ethanol, eau, TA, 5 h

4: 1.) HMPT, 1.4 M n-BuLi; 2.) hexamethyldisilylamine, 1.4M n-BuLi / 1.) benzene, hexane, 0 deg C; 2.) hexane, benzene, TA, 15 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; potasse; hydrogen; sodium methylate; 1,1,1,3,3,3-hexamethyl-disilazane; calcium chloride; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1016/S0040-4020(01)83505-5

Reference yield:

acide (methoxy-2 methylenedioxy-3,4 phenyl)-4 methoxycarbonyl-3 butene-3 oique (82299-46-5) → (methoxy-2 methylenedioxy-3,4 benzyl)-4 <(dimethoxy-3',5' hydroxy-4' phenyl) hydroxymethyl>-3 dihydro-3H-furannone-2 (92830-79-0,92936-08-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / H₂ / 10percent Pd/C / ethyl acetate / 7 h / 3750.3 Torr / Ambient temperature

2: 1.) potasse; 2.) CaCl₂, NaBH₄, potasse / 1.) ethanol; 2.) ethanol, eau, TA, 5 h

3: 1.) HMPT, 1.4 M n-BuLi; 2.) hexamethyldisilylamine, 1.4M n-BuLi / 1.) benzene, hexane, 0 deg C; 2.) hexane, benzene, TA, 15 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; potasse; hydrogen; 1,1,1,3,3,3-hexamethyl-disilazane; calcium chloride; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/S0040-4020(01)83505-5

upstream raw materials:

(methoxy-2 methylenedioxy-3,4 benzyl)-4 dihydro-3H-furannone-2

syringic aldehyde

4-methoxy-benzo[1,3]dioxole

4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde

Downstream raw materials:

ether methylique de la (+/-)-iso-α-peltatine