(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

Base Information

Chemical Name:(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate
CAS No.:6259-84-3
Molecular Formula:C₂₂H₂₀O₇
Molecular Weight:396.397
Hs Code.:

Synonyms:(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

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Technology Process of (E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

There total 5 articles about (E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate 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: 65.0%

: 4698-21-9
3-(3,4,5-trimethoxyphenyl)propiolic acid

: 58095-76-4
(E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol

: 6259-84-3
(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

Guidance literature:: With dicyclohexyl-carbodiimide; In pyridine; for 1h; Ambient temperature;
DOI:10.1248/cpb.39.192

Reference yield:

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 6259-84-3
(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

2.2: 20 h / 20 °C / Inert atmosphere

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 48 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2.1: |Corey-Fuchs Alkyne Synthesis;
DOI:10.1021/acs.joc.7b02957

Reference yield:

: 40918-96-5
methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate

: 6259-84-3
(E)-3-(benzo[d][1,3]dioxol-5-yl)allyl 3-(3,4,5-trimethoxyphenyl)propiolate

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; n-heptane / 2 h / 0 - 20 °C / Inert atmosphere

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 48 h / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; n-heptane; dichloromethane;
DOI:10.1021/acs.joc.7b02957