methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester

Base Information

Chemical Name:methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester
CAS No.:937701-50-3
Molecular Formula:C₂₅H₃₁NO₇S
Molecular Weight:489.59
Hs Code.:

Synonyms:methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester

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Chemical Property of methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester

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Technology Process of methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester

There total 8 articles about methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester 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:

: 937701-62-7
tert-butyl-{2-[2-(4-iodophenoxy)ethoxy]ethoxy}dimethylsilane

: 937701-50-3
methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 62 percent / aq. NH₃ / PdCl₂(PPh₃)2; CuI / tetrahydrofuran / 4 h / 20 °C

2.1: NaOMe / methanol / 2 h / Heating

2.2: 90 percent / NaBH₄ / methanol / 1 h / Heating

3.1: 52 percent / DMAP / tetrahydrofuran / 26 h / Heating

4.1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

With dmap; ammonium hydroxide; tetrabutyl ammonium fluoride; sodium methylate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; dichloromethane; 1.1: Sonogashira reaction;
DOI:10.1021/jm070090j

Reference yield:

: 187662-44-8
2-[2-(4-iodophenoxy)ethoxy]ethan-1-ol

: 937701-50-3
methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: 62 percent / aq. NH₃ / PdCl₂(PPh₃)2; CuI / tetrahydrofuran / 4 h / 20 °C

3.1: NaOMe / methanol / 2 h / Heating

3.2: 90 percent / NaBH₄ / methanol / 1 h / Heating

4.1: 52 percent / DMAP / tetrahydrofuran / 26 h / Heating

5.1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; dmap; ammonium hydroxide; tetrabutyl ammonium fluoride; sodium methylate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 2.1: Sonogashira reaction;
DOI:10.1021/jm070090j

Reference yield:

: 540-38-5
p-Iodophenol

: 937701-50-3
methanesulfonic acid 2-(2-(4-(4-(tert-butoxycarbonylmethylamino)phenylethynyl)phenoxy)ethoxy)ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 65 percent / NaI; Cs₂CO₃ / dimethylformamide / 16 h / 110 °C

2.1: 88 percent / imidazole / dimethylformamide / 16 h / 20 °C

3.1: 62 percent / aq. NH₃ / PdCl₂(PPh₃)2; CuI / tetrahydrofuran / 4 h / 20 °C

4.1: NaOMe / methanol / 2 h / Heating

4.2: 90 percent / NaBH₄ / methanol / 1 h / Heating

5.1: 52 percent / DMAP / tetrahydrofuran / 26 h / Heating

6.1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

7.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; dmap; ammonium hydroxide; tetrabutyl ammonium fluoride; sodium methylate; caesium carbonate; triethylamine; sodium iodide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Sonogashira reaction;
DOI:10.1021/jm070090j