497161-72-5

Basic information

• Product Name: 2H-Pyran-4-carboxylicacid,2-ethoxy-3,4-dihydro-,ethylester,(2S,4S)-(9CI)
• Synonyms: 2H-Pyran-4-carboxylicacid,2-ethoxy-3,4-dihydro-,ethylester,(2S,4S)-(9CI)
• CAS NO: 497161-72-5
• Molecular Formula: C10H16O4
• Molecular Weight: 0
• Product Categories: ETHOXY
• Mol File: 497161-72-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Pyran-4-carboxylicacid,2-ethoxy-3,4-dihydro-,ethylester,(2S,4S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-4-carboxylicacid,2-ethoxy-3,4-dihydro-,ethylester,(2S,4S)-(9CI)(497161-72-5)
• EPA Substance Registry System: 2H-Pyran-4-carboxylicacid,2-ethoxy-3,4-dihydro-,ethylester,(2S,4S)-(9CI)(497161-72-5)

Safety Data

• Hazardous Substances Data: 497161-72-5(Hazardous Substances Data)

Upstream product

• 2960-66-9 4-oxo-but-2-enoic acid ethyl ester 
• 109-92-2 ethyl vinyl ether 

Relevant articles and documents

Iron(III) 2-ethylhexanoate as a novel, stereoselective hetero-Diels-Alder catalyst

Iron(III) 2-ethylhexanoate has been used as a novel, mild Lewis acid catalyst for the stereoselective Diels-Alder reaction of ethyl (E)-4-oxobutenoate with alkyl vinyl ethers to stereoselectively produce cis-2-alkoxy-3,4-dihydro-2H-pyran-4-carboxylic acid, ethyl esters with diastereoisomeric excesses (de) as high as 98%.

Highly enantioselective inverse-electron-demand hetero-Diels-Alder reactions of α,β-unsaturated aldehydes

Straightforward access to useful synthetic intermediates is provided by this new method. Simple, α,β-unsaturated aldehydes are excellent substrates in the hetero-Diels-Alder reaction with inverse electron demand, catalyzed by CrIII-Schiff base complexes (see scheme; R1, R2 = alkyl or aryl) in the presence of 4-A molecular sieves and no solvent. The resulting dihydropyrans are obtained in high enantio- (89-98 % ee) and diastereoselectivity (> 95 % de) and yield (40-95 %).