N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide
• CAS No.: 1311313-21-9
• Molecular Formula: C₂₇H₂₄N₂O₄S
• Molecular Weight: 472.565

Synonyms:N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide

Chemical Property of N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide

Chemical Property:

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Technology Process of N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide

There total 3 articles about N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-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: 79.0%

N-benzyl-p-toluenesulfonamide (1576-37-0) + 2-(5-bromopent-4-yn-1-yl)isoindoline-1,3-dione (156050-49-6) → N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide (1311313-21-9)

Guidance literature:

With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In toluene; at 80 ℃; for 48h; Inert atmosphere;

DOI:10.1002/ejoc.201701690

Reference yield:

benzylamine (100-46-9) → N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide (1311313-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 16 h / 0 - 20 °C

2: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 48 h / 80 °C / Inert atmosphere

With pyridine; dmap; potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In dichloromethane; toluene;

DOI:10.1002/ejoc.201701690

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-benzyl-N-(5-(1,3-dioxo-dihydro-1H-isoindol-2-yl) pent-1-yn-1-yl)-4-methylbenzenesulfonamide (1311313-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 16 h / 0 - 20 °C

2: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 48 h / 80 °C / Inert atmosphere

With pyridine; dmap; potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In dichloromethane; toluene;

DOI:10.1002/ejoc.201701690

upstream raw materials:

N-benzyl-p-toluenesulfonamide

2-(5-bromopent-4-yn-1-yl)isoindoline-1,3-dione

benzylamine

p-toluenesulfonyl chloride

Downstream raw materials:

N,N'-(4-(2-(1,3-dioxoisoindollin-2-yl)ethyl)-2-(3-(1,3-dioxoisoindollin-2-yl)propyl)cyclopenta-1,4-diene-1,3-diyl)bis(N-benzyl-4-methylbenzenesulfonamide)

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