72203-34-0

Basic information

• Product Name: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester, (1R,2R,4R)- (9CI)
• Synonyms: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester, (1R,2R,4R)- (9CI)
• CAS NO: 72203-34-0
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19038
• Product Categories: CARBOXYLICESTER
• Mol File: 72203-34-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester, (1R,2R,4R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester, (1R,2R,4R)- (9CI)(72203-34-0)
• EPA Substance Registry System: Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, methyl ester, (1R,2R,4R)- (9CI)(72203-34-0)

Safety Data

• Hazardous Substances Data: 72203-34-0(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 120-74-1 (1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 67-56-1 methanol 
• 934-30-5 5-norbornene-endo-2-carboxylic acid 
• 136520-59-7 methyl (5R,6R)-5-exo-formylbicyclo<2.2.1>hept-2-eno-6-endo-carboxylate 
• 136520-58-6 methyl (5R,6R)-6-endo-formylbicyclo<2.2.1>hept-2-eno-5-exo-carboxylate 
• 120-74-1 (-)-(1S,4S,5R)-bicyclo<2.2.1>hept-2-ene-5-carboxylic acid 
• 124-41-4 sodium methylate 
• 192130-82-8 (3S,8aR)-3-Benzyl-2-((1R,2R,4R)-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione 
• 120-74-1 (1R,2S)-5-norbornene-2-carboxylic acid 
• 120-74-1 (1R,2R)-5-norbornene-2-carboxylic acid 

Downstream Products

• 120-74-1 (-)-(1S,4S,5R)-bicyclo<2.2.1>hept-2-ene-5-carboxylic acid 
• 344585-18-8 (1R,2R,4S)-2-Isocyanato-bicyclo[2.2.1]heptane 
• 822-98-0 (1R,2R,4S)-bicyclo[2.2.1]hept-2-ylamine 
• 84235-33-6 (+)-(1S,2S,4R)-2-norbornylamine 
• 120-74-1 (+)-(1R,4R,5S)-bicyclo<2.2.1>hept-2-ene-5-carboxylic acid 
• 344585-18-8 (1S,2S,4R)-2-Isocyanato-bicyclo[2.2.1]heptane 
• 1610892-37-9 C₁₆H₁₈O 

Relevant articles and documents

2,5-diketopiperazines, new chiral auxiliaries for asymmetric Diels-Alder reactions

Diketopiperazines have been utilized as chiral auxiliaries for asymmetric Diels-Alder reactions. Cyclo-S-phenylalanyl-R-proline (2) was found to be the most promising of these auxiliaries and afforded Diels-Alder adducts in high chemical yield (78-95%), with endo selectivities generally greater than 9:1. The diastereoselectivities observed were comparable to the best previously published values.

Stereoselection in Thermal Asymmetric Diels-Alder Reactions. Electronic vs Steric Effects

Experimental evidence was found for an electronic contribution favoring the cisoid conformation of α,β-unsaturated carbonyl compounds in thermal Diels-Alder transition states.

Asymmetric Diels-Alder Reaction Using (S)-Pyroglutamic Acid Derivatives as Chiral Dienophiles

Asymmetric Diels-Alder reaction of cyclopentadiene with chiral dienophiles (3) derived from (S)-pyroglutamic acid derivatives was performed in the presence of a Lewis acid such as diethylaluminium chloride in toluene to afford the cycloadducts with high diastereoselectivity.Keywords asymmetric reaction; Diels-Alder reaction; (S)-pyroglutamic acid; chiral dienophile; diethylaluminium chloride; (2+4)cycloaddition