(1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester

Base Information

• Chemical Name: (1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester
• CAS No.: 77053-68-0
• Molecular Formula: C₁₆H₁₇F₃O₄
• Molecular Weight: 330.304

Synonyms:(1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester

Chemical Property of (1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester

Chemical Property:

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Technology Process of (1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester

There total 2 articles about (1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester 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: 50.0%

ethyl α-bromo-(3-trifluoromethylphenyl)acetate (41023-25-0) + ethyl acrylate (140-88-5,9003-32-1) → (1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester (77053-68-0)

Guidance literature:

With sodium ethanolate; In diethyl ether; for 24h; Ambient temperature;

DOI:10.1021/jm00137a002

Reference yield:

ethyl 3-trifluoromethylphenylacetate (331-33-9) → (1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester (77053-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NBS, 48percent aq. HBr / CCl₄ / Heating

2: 50 percent / NaOEt / diethyl ether / 24 h / Ambient temperature

With N-Bromosuccinimide; hydrogen bromide; sodium ethanolate; In tetrachloromethane; diethyl ether;

DOI:10.1021/jm00137a002

Reference yield: 60.0%

(1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester (77053-68-0) → (1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid (77053-78-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 6h; Heating;

DOI:10.1021/jm00137a002

upstream raw materials:

ethyl α-bromo-(3-trifluoromethylphenyl)acetate

ethyl acrylate

ethyl 3-trifluoromethylphenylacetate

Downstream raw materials:

(1R,2S)-1-(3-Trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid

1-(3-trifluoromethylphenyl)-3-azabicyclo[3.1.0]hexane

1-(m-Trifluormethylphenyl)-1,2-cyclopropandicarboximid

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