ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate

Base Information

• Chemical Name: ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate
• CAS No.: 173033-20-0
• Molecular Formula: C₂₇H₂₅NO₉
• Molecular Weight: 507.497
• Mol file: 173033-20-0.mol

Synonyms:ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate

Chemical Property of ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate

There total 5 articles about ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate 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: 60.0%

(E)-3-(3,5-dimethoxy-4-methoxymethoxyphenyl)-2-propenal (173033-39-1) + ethyl 2-diethoxyphosphorylmethyl-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate (173033-17-5) → ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate (173033-20-0)

Guidance literature:

With 4 A molecular sieve; sodium hydride; In tetrahydrofuran; at 20 ℃;

Reference yield:

ethyl 8-amino-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (30192-51-9) → ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate (173033-20-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / NaHCO₃ / acetone / 2 h / 20 °C

2: 84 percent / ethyl polyphosphate / 1,2-dichloro-ethane / 4 h / Heating

3: 93 percent / 4 h / 140 °C

4: 60 percent / NaH; molecular sieves (4 Angstroem) / tetrahydrofuran / 20 °C

With ethyl phosphate; 4 A molecular sieve; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; 1,2-dichloro-ethane; acetone; 1: chloroacetylation / 2: Cyclization / 3: Substitution / 4: Condensation;

Reference yield:

ethyl 8-N-(chloroacetyl)amino-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (32278-24-3) → ethyl 2-[(1E,3E)-4-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1,3-butadienyl]-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate (173033-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / ethyl polyphosphate / 1,2-dichloro-ethane / 4 h / Heating

2: 93 percent / 4 h / 140 °C

3: 60 percent / NaH; molecular sieves (4 Angstroem) / tetrahydrofuran / 20 °C

With ethyl phosphate; 4 A molecular sieve; sodium hydride; In tetrahydrofuran; 1,2-dichloro-ethane; 1: Cyclization / 2: Substitution / 3: Condensation;

upstream raw materials:

(E)-3-(3,5-dimethoxy-4-methoxymethoxyphenyl)-2-propenal

ethyl 2-diethoxyphosphorylmethyl-6-oxo-6H-pyrano[2,3-e]benzoxazole-8-carboxylate

ethyl 8-amino-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate

ethyl 8-N-(chloroacetyl)amino-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate