{2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester

Base Information

Chemical Name:{2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester
CAS No.:527685-97-8
Molecular Formula:C₂₂H₂₃NO₄S
Molecular Weight:397.495
Hs Code.:

Synonyms:{2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester

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Chemical Property of {2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester

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Technology Process of {2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester

There total 5 articles about {2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl 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: 68.4%

: 79-22-1
methyl chloroformate

: 527686-00-6
N-(2-ethynylphenyl)-4-methyl-N-(2-methylbut-2-enyl)-benzenesulfonamide

: 527685-97-8
{2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester

Guidance literature:: N-(2-ethynylphenyl)-4-methyl-N-(2-methylbut-2-enyl)-benzenesulfonamide; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;

methyl chloroformate; In diethyl ether; hexane; at -78 - 20 ℃; for 1h;
DOI:10.1021/ja0292748

Reference yield:

: 52670-38-9
2-ethynylaniline

: 527685-97-8
{2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3.048 g / DMAP; pyridine / CH₂Cl₂ / 23.5 h / 0 - 20 °C

2.1: 99 percent / PPh₃; diethyl azodicarboxylate / benzene; toluene / 16 h / 20 °C

3.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

3.2: 68.4 percent / diethyl ether; hexane / 1 h / -78 - 20 °C

With pyridine; dmap; n-butyllithium; triphenylphosphine; diethylazodicarboxylate; In diethyl ether; hexane; dichloromethane; toluene; benzene; 2.1: Mitsunobu reaction;
DOI:10.1021/ja0292748

Reference yield:

: 615-43-0
2-iodophenylamine

: 527685-97-8
{2-[(2-methylbut-2-enyl)-(toluene-4-sulfonyl)-amino]-phenyl}-propynoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Pd(PPh₃)4; CuI; Et₂NH / dimethylformamide / 1.5 h / 20 °C

2.1: KF*2H₂O / methanol / 12 h / 20 °C

3.1: 3.048 g / DMAP; pyridine / CH₂Cl₂ / 23.5 h / 0 - 20 °C

4.1: 99 percent / PPh₃; diethyl azodicarboxylate / benzene; toluene / 16 h / 20 °C

5.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

5.2: 68.4 percent / diethyl ether; hexane / 1 h / -78 - 20 °C

With pyridine; dmap; potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; diethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 4.1: Mitsunobu reaction;
DOI:10.1021/ja0292748