(4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide

Base Information

• Chemical Name: (4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide
• CAS No.: 752211-45-3
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.401
• Mol file: 752211-45-3.mol

Synonyms:(4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide

Chemical Property of (4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide

There total 1 articles about (4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide 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: 70.0%

4-methoxyacetanilide (51-66-1) + (Z)-4-[(tetrahydropyran-2-yl)oxy]-2-buten-1-yl bromide (98234-53-8) → (4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide (752211-45-3)

Guidance literature:

4-methoxyacetanilide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(Z)-4-[(tetrahydropyran-2-yl)oxy]-2-buten-1-yl bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/ol049159x

Reference yield: 94.0%

(4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide (752211-45-3) → (4Z)-6-hydroxy-4-hexenoic acid p-methoxyanilide (752211-46-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 3h;

DOI:10.1021/ol049159x

Reference yield:

(4Z)-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoic acid p-methoxyanilide (752211-45-3) → (5S)-N-(p-methoxyphenyl)-5-vinylpyrrolidin-2-one

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / p-TsOH / methanol / 3 h / 20 °C

2: 74 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3: (R,R)-Me-DUPHOS; LiHMDS / Ni(cod)2 / tetrahydrofuran; hexane / 24 h / 20 °C

With pyridine; toluene-4-sulfonic acid; lithium hexamethyldisilazane; [2R-[1(2'R*,5'R*),2a,5b]]-1,1'-(1,2-phenylene)bis[2,5-dimethylphospholane]; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/ol049159x

upstream raw materials:

4-methoxyacetanilide

(Z)-4-[(tetrahydropyran-2-yl)oxy]-2-buten-1-yl bromide

Downstream raw materials:

(4Z)-6-hydroxy-4-hexenoic acid p-methoxyanilide

(4Z)-6-ethoxycarbonyloxy-4-hexenoic acid p-methoxyanilide