244622-23-9

Basic information

• Product Name: Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1S,2S,4S)- (9CI)
• Synonyms: Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1S,2S,4S)- (9CI)
• CAS NO: 244622-23-9
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.60946
• Product Categories: ACIDHALIDE
• Mol File: 244622-23-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1S,2S,4S)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1S,2S,4S)- (9CI)(244622-23-9)
• EPA Substance Registry System: Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1S,2S,4S)- (9CI)(244622-23-9)

Safety Data

• Hazardous Substances Data: 244622-23-9(Hazardous Substances Data)

Upstream product

• 102096-61-7 (R)-pantolactone (1S,2S,4S)-bicyclo<2.2.1>hept-5-ene-2-carboxylate 
• 120-74-1 (1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 

Downstream Products

• 638132-97-5 1,3-dipropyl-7-o-nitrobenzyl-8-[5,6-exo-epoxy-(1S,2S)-norbornan-2-yl]xanthine 
• 638132-96-4 1,3-dipropyl-7-o-nitrobenzyl-8-[(1S,2S)-5-norbornen-2-yl]xanthine 
• 190316-06-4 1,3-dipropyl-8-[5,6-exo-epoxy-(1S,2S)-norbornan-2-yl]xanthine 
• 638132-95-3 6-amino-1,3-dipropyl-5-{[(1S,2S)-5-norbornen-2-yl-carbonyl]-(o-nitrobenzyl)}aminouracil 

Relevant articles and documents

Synthesis of an o-nitrobenzyl attached A1 adenosine receptor antagonist, a prodrug approach

The o-nitrobenzyl group, possessing distinct advantage of being photolabile under mild conditions, was successfully connected to 8-(5,6-epoxynorbornan-2-yl)-1,3-dipropylxanthine (5), a high specific A1 adenosine receptor antagonist. The resulting compound 4 would have potential use as a prodrug.

The use of 1-amino-2-phenyl-1-cyclohexanecarboxylic acids as chiral auxiliaries in asymmetric Diels-Alder reactions

This report describes the behavior of four 1-amino-2-phenyl-1-cyclohexanecarboxylic acids, obtained in enantiomerically pure form starting from asymmetric Diels-Alder reactions between 1,3-butadiene and chiral (E)-2-cyanocinnamates, as chiral auxiliaries in the asymmetric Diels-Alder reactions of cyclopentadiene with chiral methyl N-acryloyl-1-amino-2-phenyl-1-cyclohexane-carboxylates. A model based on the formation of an intramolecular hydrogen bond accounts for the stereochemical outcome in the catalyzed reactions.