(S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene

Base Information

Chemical Name:(S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene
CAS No.:860781-52-8
Molecular Formula:C₂₀H₂₁BrO₅
Molecular Weight:421.288
Hs Code.:

Synonyms:(S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene

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Chemical Property of (S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene

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Technology Process of (S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene

There total 5 articles about (S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene 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: 93.0%

: 860638-89-7
(S)-1-(2-bromophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol

: 13057-17-5
bromethyl methyl ether

: 860781-52-8
(S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene

Guidance literature:: (S)-1-(2-bromophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

bromethyl methyl ether; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ol0505959

Reference yield:

: 53560-33-1
3,4,5-trimethoxyphenylacetylene

: 860781-52-8
(S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / CuI; Et₃N / trans-PdCl₂(PPh₃)2 / tetrahydrofuran / 20 h / 20 °C

2.1: 9-BBN; (S)-α-pinene / tetrahydrofuran / 20 °C

2.2: 80 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 1.5 h

3.1: 9-BBN; (S)-α-pinene / tetrahydrofuran / 28 h / 20 °C

3.2: 79 percent / aq. NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1.5 h

4.1: NaH / tetrahydrofuran / 1 h / 20 °C

4.2: 93 percent / tetrahydrofuran / 0 - 20 °C

With copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; (-)-α-pinene; sodium hydride; triethylamine; bis(triphenylphosphine)palladium(II) chloride; In tetrahydrofuran;
DOI:10.1021/ol0505959

Reference yield:

: 21900-52-7
5-bromo-2-chloro-benzoyl chloride

: 860781-52-8
(S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / CuI; Et₃N / trans-PdCl₂(PPh₃)2 / tetrahydrofuran / 20 h / 20 °C

2.1: 9-BBN; (S)-α-pinene / tetrahydrofuran / 20 °C

2.2: 80 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 1.5 h

3.1: 9-BBN; (S)-α-pinene / tetrahydrofuran / 28 h / 20 °C

3.2: 79 percent / aq. NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1.5 h

4.1: NaH / tetrahydrofuran / 1 h / 20 °C

4.2: 93 percent / tetrahydrofuran / 0 - 20 °C

With copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; (-)-α-pinene; sodium hydride; triethylamine; bis(triphenylphosphine)palladium(II) chloride; In tetrahydrofuran;
DOI:10.1021/ol0505959