228271-59-8

Basic information

• Product Name: 3-(3'-pyridinyl)-(Z)-propenoic acid methyl ester
• CAS NO: 228271-59-8
• Molecular Weight: 163.176
• Mol File: 228271-59-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-(3'-pyridinyl)-(Z)-propenoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3'-pyridinyl)-(Z)-propenoic acid methyl ester(228271-59-8)
• EPA Substance Registry System: 3-(3'-pyridinyl)-(Z)-propenoic acid methyl ester(228271-59-8)

Safety Data

• Hazardous Substances Data: 228271-59-8(Hazardous Substances Data)

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 218593-98-7 (Z)-3-(3-pyridyl)-2-propen-1-ol 
• 59607-98-6 3-(3'-pyridinyl)-(Z)-propenoic acid ethyl ester 
• 59607-99-7 ethyl (E)-3-(pyridin-3-yl)acrylate 
• 155170-47-1 (Z)-3-(pyridin-3-yl)acrylic acid 
• 228271-74-7 (Z)-N-methyl-3-(3-pyridyl)-2-propenylamine 

Relevant articles and documents

Stereochemistry of 3-oxo-5-phenylcyclo-pentanecarboxylic acids, XI: Syntheses of stereomeric 3-oxo-5-pyridylcyclopentanecarboxylic acids

-

Diastereoselective method of preparing olefins by means of the horner-wadsworthemmons reaction, comprising the addition of a tris-(polyoxaalkyl)-amine sequestering agent

The invention relates to a process for the diastereoselective preparation of olefins via the Homer-Wadsworth-Emmons reaction, which consists in reacting at low temperature a phosphonate with a carbonyl derivative in the presence of a base in a suitable solvent, characterized in that a tris(polyoxaalkyl)amine sequestering reagent of formula (I): N—[CHR1—CHR2—O—(CHR3—CHR4—O)n—R5]3 (I), wherein: n is an integer between 0 and 10; R1, R2, R3 and R4 may be identical or different, and represent a hydrogen atom or an alkyl radical containing from 1 to 4 carbon atoms; R5 represents a hydrogen atom, an alkyl or cycloalkyl radical containing up to 12 carbon atoms, a phenyl radical or a radical of formula —CμH2μ-Φ, or CmH2m+1-Φ-, with m being an integer between 1 and 12 and Φ being a phenyl radical; is added in an amount that is sufficient to increase the diastereoselectivity of the olefin.