1420376-89-1

Basic information

• Product Name: (2-formyl-bicyclo[2.2.1]hept-5-en-2-yl)-phosphonic acid diethyl ester
• Synonyms: (2-formyl-bicyclo[2.2.1]hept-5-en-2-yl)-phosphonic acid diethyl ester
• CAS NO: 1420376-89-1
• Molecular Weight: 258.254
• Mol File: 1420376-89-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2-formyl-bicyclo[2.2.1]hept-5-en-2-yl)-phosphonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2-formyl-bicyclo[2.2.1]hept-5-en-2-yl)-phosphonic acid diethyl ester(1420376-89-1)
• EPA Substance Registry System: (2-formyl-bicyclo[2.2.1]hept-5-en-2-yl)-phosphonic acid diethyl ester(1420376-89-1)

Safety Data

• Hazardous Substances Data: 1420376-89-1(Hazardous Substances Data)

Upstream product

• 1420376-71-1 (1R,2S,4R)-2-(diethoxy-phosphoryl)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 1420376-31-3 (1R,2S)-2-phenylcyclohexyl 2-(diethoxyphosphoryl)-acetate 
• 155795-48-5 (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester 
• 141540-20-7 (diethoxy-phosphoryl)-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 1420376-53-9 2-(diethoxy-phosphoryl)acrylic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 1420376-56-2 2-(diethoxy-phosphoryl)-acrylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 1420376-59-5 2-(diethoxy-phosphoryl)-acrylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 1420376-74-4 (1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1R,2S,4R)-2-(diethoxyphosphoryl)bicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 1420376-77-7 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (1R,2S,4R)-2-(diethoxyphosphoryl)bicyclo[2.2.1]hept-5-ene-2-carboxylate 

Relevant articles and documents

Lewis acid mediated asymmetric Diels-Alder reactions of chiral 2-phosphonoacrylates

2-Phosphonoacrylates containing four chiral alcohol auxiliaries were efficiently prepared and evaluated in Lewis acid mediated Diels-Alder reactions. Under the activation of SnCl4, all reactions performed in CH 2Cl2 at -65 °C exclusively afforded the endo (endo-to-carboxylate) cycloadducts with dr's ranging from 50:50 to >99:1. The best facial selectivity was obtained from the substrate bearing a (-)-phenylmenthyl group, to give adducts as (dr >99:1) or almost as (dr = 99:1) single diastereomers. Detailed strategies for the structural elucidation of the cycloadducts as well as a rationalization of the observed stereoselectivity are described.