dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate

Base Information

• Chemical Name: dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate
• CAS No.: 1616874-75-9
• Molecular Formula: C₂₀H₂₄I₂NO₃P
• Molecular Weight: 611.198

Synonyms:dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate

Chemical Property of dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate

Chemical Property:

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Technology Process of dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate

There total 4 articles about dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 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: 83.0%

dimethyl (2-(cyclopropylethynyl)cyclohex-1-enyl)-(phenylamino)methylphosphonate (1616874-15-7) → dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate (1616874-75-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In chloroform; at 0 - 20 ℃; regioselective reaction;

DOI:10.1021/jo501011u

Reference yield:

2-(2-cyclopropylethynyl)-1-cyclohexenecarboxaldehyde (1330631-53-2) → dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate (1616874-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 20 °C

2: iodine; [bis(acetoxy)iodo]benzene / chloroform / 0 - 20 °C

With [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; iodine; In dichloromethane; chloroform; 1: |Kabachnik-Fields Reaction;

DOI:10.1021/jo501011u

Reference yield:

aniline (62-53-3) → dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate (1616874-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 20 °C

2: iodine; [bis(acetoxy)iodo]benzene / chloroform / 0 - 20 °C

With [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; iodine; In dichloromethane; chloroform; 1: |Kabachnik-Fields Reaction;

DOI:10.1021/jo501011u

upstream raw materials:

2-(2-cyclopropylethynyl)-1-cyclohexenecarboxaldehyde

aniline

2-bromocyclohex-1-ene-1-carbaldehyde

dimethyl (2-(cyclopropylethynyl)cyclohex-1-enyl)-(phenylamino)methylphosphonate

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