methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate

Base Information

• Chemical Name: methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate
• CAS No.: 216988-54-4
• Molecular Formula: C₁₇H₁₇NO₄S₂
• Molecular Weight: 363.458
• Mol file: 216988-54-4.mol

Synonyms:methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate

Chemical Property of methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate

There total 3 articles about methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate 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: 71.0%

2-Iodothiophene (3437-95-4,149762-92-5) + methyl 2-[(4-toluenesulfonyl)amino]-4-pentynoate (191215-76-6) → methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate (216988-54-4)

Guidance literature:

With copper(l) iodide; diethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; for 3h;

DOI:10.1039/b110751h

Reference yield:

methyl (R,S)-2-(N-diphenylmethylidene)aminopent-4-ynoate (167904-79-2) → methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate (216988-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / aq. HCl / diethyl ether / 1 h

2: 69 percent / DMAP; Et₃N / CH₂Cl₂ / 20 °C

3: 71 percent / CuI; Et₂NH / Pd(PPh₃)4 / 3 h

With hydrogenchloride; dmap; copper(l) iodide; diethylamine; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane; 3: Sonogashira reaction;

DOI:10.1039/b110751h

Reference yield:

propargyclycine methyl ester hydrochloride (70837-20-6) → methyl 5-(2-thienyl)-2-(4-tolylsulfonylamino)pent-4-ynoate (216988-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / DMAP; Et₃N / CH₂Cl₂ / 20 °C

2: 71 percent / CuI; Et₂NH / Pd(PPh₃)4 / 3 h

With dmap; copper(l) iodide; diethylamine; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; 2: Sonogashira reaction;

DOI:10.1039/b110751h

upstream raw materials:

2-Iodothiophene

methyl 2-[(4-toluenesulfonyl)amino]-4-pentynoate

propargyclycine methyl ester hydrochloride

methyl (R,S)-2-(N-diphenylmethylidene)aminopent-4-ynoate

Downstream raw materials:

methyl 4-iodo-5-(2-thienyl)-1-(4-tolylsulfonyl)-2,3-dihydropyrrole-2-carboxylate