(4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: (4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester
• CAS No.: 100791-78-4
• Molecular Formula: C₁₅H₁₇ClO₆
• Molecular Weight: 328.749

Synonyms:(4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

Chemical Property of (4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

Chemical Property:

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Technology Process of (4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester

There total 2 articles about (4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl 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: 87.0%

4'-chloropropiophenone (6285-05-8) + dimethyl L-tartrate (608-68-4) → (4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-78-4)

Guidance literature:

With methanesulfonic acid; trimethyl orthoformate; at 96 ℃; for 3h;

DOI:10.1021/jo00390a013

Reference yield:

4'-chloropropiophenone (6285-05-8) + Dimethyl D-tartrate (13171-64-7) → (4S,5S)-2-(4-Chloro-phenyl)-2-ethyl-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-78-4)

Guidance literature:

With trimethyl orthoformate;

Reference yield:

(4R,5R)-2-ethyl-2-(4-chlorophenyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-78-4) → (4R,5R)-2-((S)-1-Bromo-ethyl)-2-(4-chloro-phenyl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-87-5) + (4R,5R)-2-((R)-1-Bromo-ethyl)-2-(4-chloro-phenyl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester (100791-88-6)

Guidance literature:

With hydrogen bromide; bromine; In tetrachloromethane; Yield given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

4'-chloropropiophenone

Dimethyl D-tartrate

dimethyl L-tartrate

Downstream raw materials:

(4S,5S)-2-((S)-1-Bromo-ethyl)-2-(4-chloro-phenyl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester

(4S,5S)-2-((R)-1-Bromo-ethyl)-2-(4-chloro-phenyl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester

(4R,5R)-2-((S)-1-Bromo-ethyl)-2-(4-chloro-phenyl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester

(4R,5R)-2-((R)-1-Bromo-ethyl)-2-(4-chloro-phenyl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester

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