(2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid

Base Information Edit

Chemical Name:(2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid
CAS No.:1268519-07-8
Molecular Formula:C₁₉H₁₄Br₄O₄
Molecular Weight:625.934
Hs Code.:
Mol file:1268519-07-8.mol

Synonyms:(2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid

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Chemical Property of (2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid Edit

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Technology Process of (2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid

There total 9 articles about (2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid 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: 69.0%

: (2R,3R)-1-(ethoxycarbonyl)-1-(2'-ethoxycarbonylvinyl)-2,3-bis(3'',5''-dibromophenyl)cyclopropane

: 1268519-07-8
(2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.10.027

Reference yield:

: 56990-02-4
3,5-dibromobenzaldehyde

: 1268519-07-8
(2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.1: methanesulfonamide; (9S,9"S)-9,9"-[phthalazine-1,4-diylbis-(oxy)]bis[10,11-dihydro-6'-methoxycinchonane] / tetrahydrofuran; water; tert-butyl alcohol / 120 h / 0 °C / Inert atmosphere

3.1: thionyl chloride / tetrachloromethane / 4 h / Inert atmosphere; Reflux

3.2: 3 h / 20 °C / Inert atmosphere

4.1: sodium hydride / 1,2-dimethoxyethane / 7 h / 20 °C / Inert atmosphere

5.1: sodium periodate; ruthenium trichloride / tetrachloromethane; water; acetonitrile / 24 h / 20 °C / Inert atmosphere

With ruthenium trichloride; sodium periodate; thionyl chloride; methanesulfonamide; potassium tert-butylate; sodium hydride; (9S,9"S)-9,9"-[phthalazine-1,4-diylbis-(oxy)]bis[10,11-dihydro-6'-methoxycinchonane]; In tetrahydrofuran; tetrachloromethane; 1,2-dimethoxyethane; water; acetonitrile; tert-butyl alcohol; 1.1: Wittig reaction / 2.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetasy.2010.10.027

Reference yield:

: 1268519-04-5
(1R,2R)-1,2-bis(3,5-dibromophenyl)ethane-1,2-diol

: 1268519-07-8
(2R,3R)-1-(ethoxycarbonyl)-2,3-bis(3',5'-dibromophenyl)cyclopropane-1-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / tetrachloromethane / 4 h / Inert atmosphere; Reflux

1.2: 3 h / 20 °C / Inert atmosphere

2.1: sodium hydride / 1,2-dimethoxyethane / 7 h / 20 °C / Inert atmosphere

3.1: sodium periodate; ruthenium trichloride / tetrachloromethane; water; acetonitrile / 24 h / 20 °C / Inert atmosphere

With ruthenium trichloride; sodium periodate; thionyl chloride; sodium hydride; In tetrachloromethane; 1,2-dimethoxyethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2010.10.027