methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

Base Information

Chemical Name:methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate
CAS No.:1318793-10-0
Molecular Formula:C₂₂H₂₄O₅
Molecular Weight:368.43
Hs Code.:

Synonyms:methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

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Chemical Property of methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

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Technology Process of methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

There total 7 articles about methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate 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: 95.0%

: 1318793-07-5
methyl 3-(2-{(3S)-4-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

: 1318793-10-0
methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1016/j.tetlet.2011.06.024

Reference yield:

: 141273-91-8
methyl 3-(2-iodophenyl)propanoate

: 1318793-10-0
methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 19 h / 20 °C

2: water / methanol / 22 h / 20 - 80 °C

3: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 - 20 °C

4: trifluorormethanesulfonic acid / diethyl ether / 20 h / 0 - 20 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

With 1H-imidazole; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; water; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1016/j.tetlet.2011.06.024

Reference yield:

: 1318792-98-1
methyl 3-(2-{2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]ethynyl}phenyl)propanoate

: 1318793-10-0
methyl 3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: water / methanol / 22 h / 20 - 80 °C

2: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 - 20 °C

3: trifluorormethanesulfonic acid / diethyl ether / 20 h / 0 - 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

With 1H-imidazole; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; water; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2011.06.024