(2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester
• CAS No.: 167357-93-9
• Molecular Formula: C₂₂H₂₂O₈
• Molecular Weight: 414.412
• Mol file: 167357-93-9.mol

Synonyms:(2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester

Chemical Property of (2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester

There total 5 articles about (2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester 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:

(S)-2-{[(2S,3S)-5-[(E)-2-((S)-1-Ethoxycarbonyl-ethylcarbamoyl)-vinyl]-2-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-2,3-dihydro-benzofuran-3-carbonyl]-amino}-propionic acid ethyl ester (208341-82-6) → (2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester (167357-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH; aq. H₂O₂ / tetrahydrofuran / 18 h / 20 °C

2: 10 mg / diethyl ether

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4020(00)00944-3

Reference yield:

(E)-N-(feruloyl)-L-alanine ethyl ester (208341-80-4) → (2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester (167357-93-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / horseradish peroxidase; aq. H₂O₂ / dioxane; aq. phosphate buffer / 2.5 h / 20 °C / pH 3.5 / Enzymatic reaction

2: LiOH; aq. H₂O₂ / tetrahydrofuran / 18 h / 20 °C

3: 10 mg / diethyl ether

With lithium hydroxide; dihydrogen peroxide; horseradish peroxidase; In tetrahydrofuran; 1,4-dioxane; phosphate buffer; diethyl ether;

DOI:10.1016/S0040-4020(00)00944-3

Reference yield:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → (2S,3S)-2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((E)-2-methoxycarbonyl-vinyl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester (167357-93-9)

Guidance literature:

Multi-step reaction with 4 steps

1: DCC / tetrahydrofuran

2: 56 percent / horseradish peroxidase; aq. H₂O₂ / dioxane; aq. phosphate buffer / 2.5 h / 20 °C / pH 3.5 / Enzymatic reaction

3: LiOH; aq. H₂O₂ / tetrahydrofuran / 18 h / 20 °C

4: 10 mg / diethyl ether

With lithium hydroxide; dihydrogen peroxide; dicyclohexyl-carbodiimide; horseradish peroxidase; In tetrahydrofuran; 1,4-dioxane; phosphate buffer; diethyl ether;

DOI:10.1016/S0040-4020(00)00944-3

upstream raw materials:

diazomethane

trans-5-[(E)-2-carboxyvinyl]-2-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

(E)-N-(feruloyl)-L-alanine ethyl ester

Downstream raw materials:

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