ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate

Base Information

• Chemical Name: ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate
• CAS No.: 80288-06-8
• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.397
• Mol file: 80288-06-8.mol

Synonyms:ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate

Chemical Property of ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate

There total 3 articles about ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate 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:

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) → ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate (80288-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi, 2.) I₂ / 1.) ether, hexane, -78 deg C, 0.5 h, 2.) a) from -78 deg C to room temp., b) 15 min

2: 70 percent / dipotassium azodicarboxylate, AcOH / methanol / 2 h / Ambient temperature

With n-butyllithium; iodine; potassium diazodicarboxylate; acetic acid; In methanol;

DOI:10.1021/jo00343a025

Reference yield:

2-<(3-iodoprop-2-ynyl)oxy>tetrahydropyran (80293-84-1) → ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate (80288-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / dipotassium azodicarboxylate, AcOH / methanol / 2 h / Ambient temperature

With potassium diazodicarboxylate; acetic acid; In methanol;

DOI:10.1021/jo00343a025

Reference yield:

2-<(Z)-(3-iodoprop-2-enyl)oxy>tetrahydropyran (80288-03-5) + phenylpropynoic acid ethyl ester (2216-94-6) → ethyl (Z,Z)-3-phenyl-6-<(tetrahydropyranyl)oxy>hexa-2,4-dienoate (80288-06-8)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00343a025

upstream raw materials:

2-<(Z)-(3-iodoprop-2-enyl)oxy>tetrahydropyran

phenylpropynoic acid ethyl ester

3-(tetrahydropyran-2'-yloxy)propyne

2-<(3-iodoprop-2-ynyl)oxy>tetrahydropyran

Downstream raw materials:

3-phenyl-7H-oxepin-2-one

ethyl (E,Z)-6-hydroxy-3-phenylhexa-2,4-dienoate

2-phenyl-1H-pyrrole

(2E,4Z)-6-Azido-3-phenyl-hexa-2,4-dienoic acid ethyl ester