tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate

Base Information

Chemical Name:tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate
CAS No.:1266105-12-7
Molecular Formula:C₂₈H₃₂O₆
Molecular Weight:464.558
Hs Code.:

Synonyms:tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate

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Chemical Property of tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate

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Technology Process of tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate

There total 1 articles about tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate 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: 88.0%

: 1266105-11-6
(E)-methyl 2-(2-(benzyloxy)-5-bromophenyl)-3-methoxyacrylate

: 73448-14-3
hex-5-ynoic acid tert-butyl ester

: 1266105-12-7
tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 22h; Inert atmosphere;
DOI:10.1016/j.tet.2010.11.054

Reference yield: 100.0%

: 1266105-12-7
tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate

: 1266105-13-8
tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(hydroxy)phenyl)hexanoate

Guidance literature:: With 10% palladium on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; under 3040.2 Torr;
DOI:10.1016/j.tet.2010.11.054

Reference yield:

: 1266105-12-7
tert-butyl 6-(3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)-4-(benzyloxy)phenyl)hex-5-ynoate

: 1266105-07-0
6-(4-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)-3-((E)-1-(methoxycarbonyl)-2-methoxyvinyl) phenyl)hexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 10% palladium on activated carbon; hydrogen / ethyl acetate / 20 °C / 3040.2 Torr

2: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / 0 °C / Inert atmosphere

3: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / 85 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

With 10% palladium on activated carbon; hydrogen; caesium carbonate; trifluoroacetic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2010.11.054