(E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

Base Information

Chemical Name:(E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate
CAS No.:1351169-36-2
Molecular Formula:C₃₃H₄₅NO₆
Molecular Weight:551.723
Hs Code.:

Synonyms:(E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

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Chemical Property of (E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

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Technology Process of (E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

There total 13 articles about (E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate 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: 98.0%

: 1351169-35-1
(E)-methyl 4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]-2-hydroxybenzoate

: 83948-53-2
3-bromopropylamine tert-butylcarbamate

: 1351169-36-2
(E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 90 ℃; for 5h;
DOI:10.1016/j.bmc.2011.09.041

Reference yield:

: 717915-17-8
2,6-di-tert-butylbromoacetophenone

: 1351169-36-2
(E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetonitrile / 8 h / Reflux

2.1: sodium methylate / methanol / Cooling with ice

2.2: 36 h / 20 °C

3.1: boron tribromide / dichloromethane / 0 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.5 h / Reflux

5.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5 h / 90 °C

With sodium methylate; boron tribromide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Arbuzov reaction / 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.bmc.2011.09.041

Reference yield:

: 1351169-32-8
diethyl 3,5-di-tert-butylbenzoylmethylphosphonate

: 1351169-36-2
(E)-methyl 2-[3-(tert-butoxycarbonylamino)propoxy]-4-[3-(3,5-di-tert-butylphenyl)-3-oxoprop-1-enyl]benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / Cooling with ice

1.2: 36 h / 20 °C

2.1: boron tribromide / dichloromethane / 0 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.5 h / Reflux

4.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5 h / 90 °C

With sodium methylate; boron tribromide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.bmc.2011.09.041