methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester

Base Information

Chemical Name:methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester
CAS No.:736948-57-5
Molecular Formula:C₁₇H₂₃NO₅S₂
Molecular Weight:385.505
Hs Code.:

Synonyms:methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester

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Chemical Property of methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester

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Technology Process of methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester

There total 8 articles about methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl 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: 86.0%

: 124-63-0
methanesulfonyl chloride

: 736947-58-3
N-allyl-N-(2-hydroxy-1,1-dimethylbut-3-ynyl)-4-methylphenylsulfonamide

: 736948-57-5
methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; at -78 - 0 ℃; for 4h;
DOI:10.1021/jo049663f

Reference yield:

: 13380-11-5
N-(1-hydroxy-2-methylpropan-2-yl)-4-methylbenzenesulfonamide

: 736948-57-5
methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / imidazole / dimethylformamide / 3 h / 0 °C

2.1: 68 percent / NaH / dimethylformamide / 2.5 h / 0 °C

3.1: 99 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

4.1: oxalyl chloride; DMSO; N,N-diisopropyl(ethyl)amine / CH₂Cl₂ / 3 h / -78 - 0 °C

5.1: n-BuLi / hexane; tetrahydrofuran / 1 h / 0 °C

5.2: hexane; tetrahydrofuran / 3 h / -78 °C

6.1: 1.35 g / NaOMe / methanol / 17 h / 20 °C

7.1: 86 percent / Et₃N / tetrahydrofuran / 4 h / -78 - 0 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo049663f

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 736948-57-5
methanesulfonic acid 1-{1-[allyl-(toluene-4-sulfonyl)-amino]-1-methyl-ethyl}-prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 83 percent / Et₃N / dimethylformamide / 4 h / 20 °C

2.1: 92 percent / imidazole / dimethylformamide / 3 h / 0 °C

3.1: 68 percent / NaH / dimethylformamide / 2.5 h / 0 °C

4.1: 99 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

5.1: oxalyl chloride; DMSO; N,N-diisopropyl(ethyl)amine / CH₂Cl₂ / 3 h / -78 - 0 °C

6.1: n-BuLi / hexane; tetrahydrofuran / 1 h / 0 °C

6.2: hexane; tetrahydrofuran / 3 h / -78 °C

7.1: 1.35 g / NaOMe / methanol / 17 h / 20 °C

8.1: 86 percent / Et₃N / tetrahydrofuran / 4 h / -78 - 0 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo049663f