(R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate

Base Information

• Chemical Name: (R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate
• CAS No.: 1448848-24-5
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.321
• Mol file: 1448848-24-5.mol

Synonyms:(R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate

Chemical Property of (R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate

There total 3 articles about (R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate 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:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + C11H14O4 → (R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate (1448848-24-5)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; C₁₁H₁₄O₄; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 0 - 20 ℃; for 1h; Inert atmosphere;

With copper(ll) sulfate pentahydrate; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.06.034

Reference yield:

3-(3,4-dimethoxyphenyl)-1-propanol (3929-47-3) → (R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate (1448848-24-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / dichloromethane / 3 h / 20 °C

2.1: Nitrosobenzene; L-proline / dimethyl sulfoxide / 0.42 h / 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; Nitrosobenzene; L-proline; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; acetonitrile; 2.1: |Horner-Wadsworth-Emmons Olefination / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1016/j.tetlet.2013.06.034

Reference yield:

3-(3,4-Dimethoxyphenyl)propanal (61871-67-8) → (R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate (1448848-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Nitrosobenzene; L-proline / dimethyl sulfoxide / 0.42 h / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; Nitrosobenzene; L-proline; lithium chloride; In dimethyl sulfoxide; acetonitrile; 1.1: |Horner-Wadsworth-Emmons Olefination / 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1016/j.tetlet.2013.06.034

upstream raw materials:

3-(3,4-dimethoxyphenyl)-1-propanol

diethoxyphosphoryl-acetic acid ethyl ester

3-(3,4-Dimethoxyphenyl)propanal

Downstream raw materials:

(R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol

C₁₉H₃₀O₄Si

(R,2E,4E)-6-((tert-Butyldimethylsilyl)oxy)-7-(3,4-dimethoxyphenyl)-N-ethylhepta-2,4-dienamide

C₂₃H₃₇NO₄Si