tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate

Base Information

• Chemical Name: tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate
• CAS No.: 1612763-36-6
• Molecular Formula: C₂₆H₂₄N₂O₆
• Molecular Weight: 460.486

Synonyms:tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate

Chemical Property of tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate

Chemical Property:

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Technology Process of tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate

There total 4 articles about tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)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: 90.0%

tert-butyl N-[4-(chloromethyl)benzoyl]-N-(furan-2-ylmethyl)carbamate (1612763-21-9) + potassium phtalimide (1074-82-4) → tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate (1612763-36-6)

Guidance literature:

With 18-crown-6 ether; In N,N-dimethyl-formamide; at 70 ℃; for 18h;

DOI:10.1021/jm500409k

Reference yield:

furan-2-ylmethanamine (617-89-0) → tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate (1612763-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24.5 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C

3: 18-crown-6 ether / N,N-dimethyl-formamide / 18 h / 70 °C

With 18-crown-6 ether; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm500409k

Reference yield:

p-(chloromethyl)benzoyl chloride (876-08-4) → tert-butyl N-{4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate (1612763-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24.5 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C

3: 18-crown-6 ether / N,N-dimethyl-formamide / 18 h / 70 °C

With 18-crown-6 ether; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm500409k

upstream raw materials:

tert-butyl N-[4-(chloromethyl)benzoyl]-N-(furan-2-ylmethyl)carbamate

potassium phtalimide

furan-2-ylmethanamine

p-(chloromethyl)benzoyl chloride

Downstream raw materials:

4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide

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