(E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal

Base Information

• Chemical Name: (E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal
• CAS No.: 118799-85-2
• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.428
• Mol file: 118799-85-2.mol

Synonyms:

Chemical Property of (E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal

There total 3 articles about (E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal 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:

Methyl ferulate (2309-07-1) → (E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal (118799-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 38 percent / Ag₂O / benzene; acetone / 18 h / Ambient temperature

2: 75 percent / K₂CO₃ / acetone

3: 33 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h

4: 12 percent / MnO₂ / CH₂Cl₂ / 1 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; potassium carbonate; silver(l) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;

Reference yield:

(E)-methyl 3-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methoxycarbonyl-1-benzofuran-5-yl>-1-propenoate (118799-80-7) → (E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal (118799-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / K₂CO₃ / acetone

2: 33 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h

3: 12 percent / MnO₂ / CH₂Cl₂ / 1 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;

Reference yield:

methyl (E)-3-<(2R*,3R*)-2,3-dihydro-7-methoxy-3-methoxycarbonyl-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl>propenoate (118799-81-8) → (E)-3-[(2R*,3S*)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl]-2-propenal (118799-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h

2: 12 percent / MnO₂ / CH₂Cl₂ / 1 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; dichloromethane;

upstream raw materials:

Methyl ferulate

(E)-methyl 3-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methoxycarbonyl-1-benzofuran-5-yl>-1-propenoate

methyl (E)-3-<(2R*,3R*)-2,3-dihydro-7-methoxy-3-methoxycarbonyl-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl>propenoate

Downstream raw materials:

(E)-3-[2-(4-Hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxy-2,3-dihydrobenzo[b]furan-5-yl]-2-propenal

(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (2S,3R)-7-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-5-((E)-3-oxo-propenyl)-2,3-dihydro-benzofuran-3-ylmethyl ester

(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (2R,3S)-7-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-5-((E)-3-oxo-propenyl)-2,3-dihydro-benzofuran-3-ylmethyl ester

(2S,3R)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-5-[(E)-3-hydroxy-1-propenyl]-3-hydroxymethyl-7-methoxybenzo[b]furan