217090-70-5

Basic information

• Product Name: (Z)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• Synonyms: (Z)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS NO: 217090-70-5
• Molecular Weight: 420.592
• Mol File: 217090-70-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester(217090-70-5)
• EPA Substance Registry System: (Z)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester(217090-70-5)

Safety Data

• Hazardous Substances Data: 217090-70-5(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 59078-31-8 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 3-phenylpropiolate 
• 217090-66-9 (Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 74-88-4 methyl iodide 

Downstream Products

• 32174-46-2 methyl (R)-(-)-2-methoxy-2-phenylacetate 
• 3966-32-3 (R)-methoxyphenylacetic acid 
• 217090-71-6 (E)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-en-1-ol 

Relevant articles and documents

Lewis acid-promoted carbonyl addition of lithium (α- carbalkoxyvinyl)cuprates to aldehydes provides a novel asymmetric synthesis of β,β-disubstituted α-(hydroxyalkyl)acrylates

A new anionic addition process has been developed for the asymmetric synthesis of unusual Baylis-Hillman adducts, β,β-disubstituted α- (hydroxyalkyl)acrylates. The new process involves conjugate addition of R2CuLi to β-substituted α,β-acetylenic ester to give lithium (α- carbalkoxyvinyl)cuprate which was then subjected to the carbonyl addition to aldehyde promoted by Et2AlCl. Modest to good diastereoselectivity (50.0- 87.7%de) has been obtained by using (1R,2S,5R)-(-)-menthol as the chiral auxiliary (59.0-94.0% yield). The absolute configuration was unambiguously assigned by transforming the product to methyl (R)-α-methoxyphenylacetate.