(1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate

Base Information

• Chemical Name: (1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate
• CAS No.: 1239019-86-3
• Molecular Formula: C₁₈H₁₈BrNO₄
• Molecular Weight: 392.249
• Mol file: 1239019-86-3.mol

Synonyms:(1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate

Chemical Property of (1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate

There total 1 articles about (1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate 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%

ethyl 2,3-butadienoate (14369-81-4) + ethyl 3-(2-bromophenyl)-2-cyanoacrylate (59803-32-6,103457-27-8) → (1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate (1239019-86-3)

Guidance literature:

With N-((2S,3S)-1-(diphenylphosphino)-3-methylpentan-2-yl)-3,5-bis(trifluoromethyl)benzamide; In toluene; at 20 ℃; for 6h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/anie.201000446

Reference yield: 74.0%

(1R,2R)-diethyl 2-(2-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate (1239019-86-3) → (1R,2R,3R,4S)-diethyl 2-(2-bromophenyl)-1-cyano-3,4-dihydroxycyclopentane-1,3-dicarboxylate (1239019-96-5)

Guidance literature:

With sodium periodate; ruthenium(III) chloride trihydrate; sulfuric acid; In water; ethyl acetate; acetonitrile; at 0 ℃; for 0.1h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/anie.201000446

upstream raw materials:

ethyl 2,3-butadienoate

ethyl 3-(2-bromophenyl)-2-cyanoacrylate

Downstream raw materials:

(1R,2R,3R,4S)-diethyl 2-(2-bromophenyl)-1-cyano-3,4-dihydroxycyclopentane-1,3-dicarboxylate