N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide
• CAS No.: 1374550-49-8
• Molecular Formula: C₁₅H₁₉NO₃S
• Molecular Weight: 293.387
• Mol file: 1374550-49-8.mol

Synonyms:N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide

Chemical Property of N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide

There total 6 articles about N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide 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: 34.0%

cyclobutanone (1191-95-3) + N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide (161040-05-7) → N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide (1374550-49-8)

Guidance literature:

N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

cyclobutanone; In tetrahydrofuran; at -78 - 20 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1039/c7cc02494k

Reference yield:

C8H13NO (1374550-56-7) + p-toluenesulfonyl chloride (98-59-9) → N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide (1374550-49-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1002/asia.201101029

Reference yield:

1-(4-hydroxybut-1-yn-1-yl)cyclobutan-1-ol (1374550-54-5) → N-(4-(1-hydroxycyclobutyl)but-3-yn-1-yl)-4-methylbenzenesulfonamide (1374550-49-8)

Guidance literature:

Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2: hydrazine hydrate / ethanol / 3 h / Reflux

3: triethylamine / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; hydrazine hydrate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1002/asia.201101029

upstream raw materials:

1-(4-hydroxybut-1-yn-1-yl)cyclobutan-1-ol

C₈H₁₃NO

p-toluenesulfonyl chloride

N-(p-toluenesulfonyl)aziridine

Downstream raw materials:

C₁₅H₁₉NO₃S

C₁₅H₁₉NO₃S

C₁₅H₁₉NO₃S

C₁₅H₁₉NO₃S