tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate

Base Information

• Chemical Name: tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate
• CAS No.: 540744-13-6
• Molecular Formula: C₂₄H₂₆N₂O₆S
• Molecular Weight: 470.546

Synonyms:tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate

Chemical Property of tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate

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Technology Process of tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate

There total 2 articles about tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate 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: 93.0%

potassium phtalimide (1074-82-4) + N-[(E)-4-bromo-2-butenyl]-N-(tert-butyloxycarbonyl)-(4-methylphenyl)sulfonamide (335004-44-9) → tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate (540744-13-6)

Guidance literature:

In N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1002/hlca.200390046

Reference yield:

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide (18303-04-3) → tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate (540744-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

2: 93 percent / dimethylformamide / 12 h / 50 °C

caesium carbonate; In N,N-dimethyl-formamide;

DOI:10.1002/hlca.200390046

Reference yield: 100.0%

tert-butyl [(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)but-2-enyl][(4-methylphenyl)sulfonyl]carbamate (540744-13-6) → N-[(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-but-2-enyl]-4-methylbenzenesulfonamide (540744-14-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/hlca.200390046

upstream raw materials:

potassium phtalimide

N-[(E)-4-bromo-2-butenyl]-N-(tert-butyloxycarbonyl)-(4-methylphenyl)sulfonamide

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

Downstream raw materials:

N-[(2E)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-but-2-enyl]-4-methylbenzenesulfonamide

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