tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate

Base Information

Chemical Name:tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate
CAS No.:1620754-28-0
Molecular Formula:C₂₅H₂₇BrO₆
Molecular Weight:503.39
Hs Code.:

Synonyms:tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate

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Chemical Property of tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate

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Technology Process of tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate

There total 12 articles about tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-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: 97.0%

: 1620754-42-8
tert-butyl (2E)-3-{2-[(5-bromo-2H-1,3-benzodioxol-4-yl)methoxy]-3-methoxy-6-{3-[(2-nitrophenyl)selanyl]propyl}phenyl}prop-2-enoate

: 1620754-28-0
tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃;
DOI:10.1002/ejoc.201402218

Reference yield:

: 669051-19-8
(5-bromo-2H-benzo[d]1,3-dioxolan-4-yl)methan-1-ol

: 1620754-28-0
tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate

Guidance literature:: Multi-step reaction with 7 steps

1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 1 h / 20 °C

2: potassium carbonate / acetone / 2 h / Reflux

3: palladium diacetate; triphenylphosphine; caesium carbonate; norborn-2-ene / acetonitrile / 16 h / 90 °C / Inert atmosphere; Sealed tube

4: 18-crown-6 ether / acetonitrile / 80 °C / Sealed tube

5: potassium carbonate / methanol; dichloromethane / 2 h / 20 °C

6: tributylphosphine / tetrahydrofuran / 3 h / 20 °C

7: dihydrogen peroxide / water; tetrahydrofuran / 0 - 20 °C

With norborn-2-ene; chloro-trimethyl-silane; 18-crown-6 ether; tributylphosphine; dihydrogen peroxide; palladium diacetate; potassium carbonate; caesium carbonate; triphenylphosphine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; 2: |Williamson Ether Synthesis;
DOI:10.1002/ejoc.201402218

Reference yield:

: 5-bromo-(4-iodomethyl)-2H-1,3-benzodioxole

: 1620754-28-0
tert-butyl (2E)-3-{2-[(5-bromo-2H-benzo[d][1,3]dioxol-4-yl)methoxy]-3-methoxy-6-(prop-2-enyl)phenyl}prop-2-enoate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate / acetone / 2 h / Reflux

2: palladium diacetate; triphenylphosphine; caesium carbonate; norborn-2-ene / acetonitrile / 16 h / 90 °C / Inert atmosphere; Sealed tube

3: 18-crown-6 ether / acetonitrile / 80 °C / Sealed tube

4: potassium carbonate / methanol; dichloromethane / 2 h / 20 °C

5: tributylphosphine / tetrahydrofuran / 3 h / 20 °C

6: dihydrogen peroxide / water; tetrahydrofuran / 0 - 20 °C

With norborn-2-ene; 18-crown-6 ether; tributylphosphine; dihydrogen peroxide; palladium diacetate; potassium carbonate; caesium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; 1: |Williamson Ether Synthesis;
DOI:10.1002/ejoc.201402218