(1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid

Base Information

Chemical Name:(1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid
CAS No.:417709-92-3
Molecular Formula:C₁₂H₁₂ClFO₃
Molecular Weight:258.677
Hs Code.:

Synonyms:(1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid

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Chemical Property of (1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid

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Technology Process of (1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid

There total 5 articles about (1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic 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: 93.0%

: 417709-89-8
ethyl (1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)-cyclopropanecarboxylate

: 417709-92-3
(1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid

Guidance literature:: With potassium hydroxide; In diethyl ether; water; Heating;
DOI:10.1021/ol017276b

Reference yield:

: 348-62-9
4-chloro-2-fluorophenol

: 417709-92-3
(1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / K₂CO₃ / acetone

2: 75 percent / BuLi / tetrahydrofuran

3: 90 percent / BuLi / tetrahydrofuran

4: azetidine-ligated chiral rhodium catalyst / CH₂Cl₂ / 5 h / Heating

5: 93 percent / KOH / diethyl ether; H₂O / Heating

With potassium hydroxide; n-butyllithium; potassium carbonate; azetidine-ligated chiral rhodium catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/ol017276b

Reference yield:

: 289039-40-3
4-chloro-1-ethoxy-2-fluoro-benzene

: 417709-92-3
(1S,2R)-cis-2-(6-chloro-3-ethoxy-2-fluorophenyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / BuLi / tetrahydrofuran

2: 90 percent / BuLi / tetrahydrofuran

3: azetidine-ligated chiral rhodium catalyst / CH₂Cl₂ / 5 h / Heating

4: 93 percent / KOH / diethyl ether; H₂O / Heating

With potassium hydroxide; n-butyllithium; azetidine-ligated chiral rhodium catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/ol017276b