(E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate

Base Information

• Chemical Name: (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate
• CAS No.: 1190266-98-8
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• Mol file: 1190266-98-8.mol

Synonyms:(E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate

Chemical Property of (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate

There total 3 articles about (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate 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: 97.0%

4-hydroxy-3-(2-propenyloxy)benzaldehyde (52507-49-0) + methyl 2-(triphenylphosphoranylidene)propionate (2605-68-7) → (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate (1190266-98-8)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; stereoselective reaction;

DOI:10.1002/anie.200902840

Reference yield: 91.0%

3-hydroxy-4-(2-propenyloxy)benzaldehyde (79822-65-4) + methyl 3-(triphenylphosphoranylidene)propionate (40955-14-4) → (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate (1190266-98-8)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ol3028237

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → (E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate (1190266-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ol3028237

upstream raw materials:

4-hydroxy-3-(2-propenyloxy)benzaldehyde

methyl 2-(triphenylphosphoranylidene)propionate

3,4-dihydroxybenzaldehyde

3-hydroxy-4-(2-propenyloxy)benzaldehyde

Downstream raw materials:

(-)-(2E)-3-[4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-β-D-arabino-hexofuranosyl-5-ulose]oxy}-3-hydroxy-phenyl]-2-methylacrylic acid

hygromycin A

(-)-(2E)-3-(4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-β-D-arabino-hexofuranosyl-5-ulose]oxy}-3-hydroxphenyl)-2-methyl-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-trihydroxyhexahydro-1,3-benzodioxol-5-yl] acrylamide

methyl (2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-β-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate