Cyclopropanecarboxylic acid, 1-(4-chlorophenyl)-2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-, 1-methylethyl ester, cis-

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 1-(4-chlorophenyl)-2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-, 1-methylethyl ester, cis-
• CAS No.: 105310-58-5
• Molecular Formula: C₂₂H₂₀ClNO₄
• Molecular Weight: 397.858
• Mol file: 105310-58-5.mol

Synonyms:

Chemical Property of Cyclopropanecarboxylic acid, 1-(4-chlorophenyl)-2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-, 1-methylethyl ester, cis-

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopropanecarboxylic acid, 1-(4-chlorophenyl)-2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-, 1-methylethyl ester, cis-

There total 2 articles about Cyclopropanecarboxylic acid, 1-(4-chlorophenyl)-2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-, 1-methylethyl ester, cis- 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:

1-(4-chlorophenyl)-3-oxa-bicyclo[3.1.0]hexan-2-one (85467-85-2) → (1S,2R)-1-(4-Chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclopropanecarboxylic acid isopropyl ester (105310-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / -15 - 20 °C

2: dimethylformamide / 3 h / 110 - 120 °C

With thionyl chloride; In N,N-dimethyl-formamide;

DOI:10.1021/jm00385a013

Reference yield:

potassium phtalimide (1074-82-4) + (1R,2S)-2-Chloromethyl-1-(4-chloro-phenyl)-cyclopropanecarboxylic acid isopropyl ester (105310-53-0) → (1S,2R)-1-(4-Chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclopropanecarboxylic acid isopropyl ester (105310-58-5)

Guidance literature:

In N,N-dimethyl-formamide; at 110 - 120 ℃; for 3h;

DOI:10.1021/jm00385a013

Reference yield:

(1S,2R)-1-(4-Chloro-phenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclopropanecarboxylic acid isopropyl ester (105310-58-5) → (1R,2S)-2-Aminomethyl-1-(4-chloro-phenyl)-cyclopropanecarboxylic acid isopropyl ester (105309-92-0)

Guidance literature:

With hydrazine hydrate; In ethanol; for 1h; Heating;

DOI:10.1021/jm00385a013

upstream raw materials:

potassium phtalimide

(1R,2S)-2-Chloromethyl-1-(4-chloro-phenyl)-cyclopropanecarboxylic acid isopropyl ester

1-(4-chlorophenyl)-3-oxa-bicyclo[3.1.0]hexan-2-one

Downstream raw materials:

(1R,2S)-2-Aminomethyl-1-(4-chloro-phenyl)-cyclopropanecarboxylic acid isopropyl ester

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