trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride

Base Information

• Chemical Name: trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride
• CAS No.: 376608-70-7
• Molecular Formula: C₁₀H₇ClF₂O
• Molecular Weight: 216.615
• Mol file: 376608-70-7.mol

Synonyms:trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride

Chemical Property of trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride

There total 5 articles about trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride 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:

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylate (376608-68-3) → trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride (376608-70-7) + (-)-menthol (2216-51-5)

Guidance literature:

With sodium hydroxide; In ethanol;

Reference yield:

trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid (220352-36-3,1006614-50-1) → trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride (376608-70-7)

Guidance literature:

With thionyl chloride; In toluene; at 35 ℃; for 6h;

Reference yield:

(1S)-2-chloro-1-(3,4-difluorophenyl)-1-ethanol (1006376-60-8) → trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl chloride (376608-70-7)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / water; toluene / 1 h / 40 °C

2: sodium t-butanolate / toluene / 11 h / 60 - 80 °C

3: water; sodium hydroxide / methanol / 1 h / 65 °C

4: thionyl chloride / 8 h / 35 °C

With thionyl chloride; water; sodium hydroxide; sodium t-butanolate; In methanol; water; toluene; 2: Horner-Wadsworth-Emmons olefination;

DOI:10.1016/j.bmcl.2012.04.050

upstream raw materials:

trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylate

(1S)-2-chloro-1-(3,4-difluorophenyl)-1-ethanol

ortho-difluorobenzene

Downstream raw materials:

(1R,2R)-trans-2(3,4-difluorophenyl)cyclopropyl carboxamide

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine

ticagrelor

AR-C₁₂₄₉₁₀XX