157518-33-7

Basic information

• Product Name: 4-[(E)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-benzonitrile
• CAS NO: 157518-33-7
• Molecular Weight: 370.472
• Mol File: 157518-33-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-[(E)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(E)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-benzonitrile(157518-33-7)
• EPA Substance Registry System: 4-[(E)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-benzonitrile(157518-33-7)

Safety Data

• Hazardous Substances Data: 157518-33-7(Hazardous Substances Data)

Upstream product

• 16642-94-7 (E)-4-cyanocinnamic acid 
• 94594-90-8 (2R)-bornane-10,2-sultam 
• 153897-28-0 (R)-2-amino-3-cyano-6-methyl-5-(N-oxobornane-10,2-sultam)-4-phenyl-4H-pyran 
• 97190-62-0 (E)-4-cyanocinnamoyl chloride 
• 36937-92-5 4-cyanobenzylidenemalononitrile 
• 153897-27-9 4-[(6R,7aR)-8,8-dimethyl-2,2-dioxidotetrahydro-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-4-oxobutan-2-one 

Downstream Products

• 1357375-07-5 4-{(1R)-1-ethyl-3-oxo-3-[(3aS,6R,7aR)tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]propyl}benzonitrile 

Relevant articles and documents

Diastereoselective alkyl Grignard 1,4-additions to para-substituted (2R)-N-cinnamoylbornane-10,2-sultam derivatives: Influence of N-atom pyramidalization

Several typical 13C-NMR displacements (of C=O, C(α), C(β), and Cipso), as well as conformational or energy properties (S-N-C=O dihedral angle, ΔE syn/anti; HOMO/LUMO) could be correlated with the electronic parameters of p-substitute

Stereoselectivity and Generality of the Palladium-Catalysed Cyclopropanation of α,β-Unsaturated Carboxylic Acids Derivatized with Oppolzer's Sultam

A series of α,β-unsaturated carboxylic acids derivatized with camphorsultam 1 a s a chiral auxiliary has been stereoselectively cyclopropanated. the selectivity of the reaction produces cyclopropanated products with the 1R,2R absolute configuration as indicated by the optical rotations as well as by an X-ray structure determineation.The temperature dependence of the reaction was studied with three substrates. the highest stereoselectivity was obtained at temperatures above 25 deg C.Branching at the α- or β-carbons disfavours complete conversion, and electron-withdrawing substituents at these positions seem to prevent the reaction.The auxiliary was removed by using titanium(IV) isopropoxide in benzyl alcohol followed by alkaline hydrolysis of the intermediate ester. the potent 5-HT1A receptor agonist (1R,2S)-2-(2-hydroxyphenyl)-N,N-dipropylcyclopropylamine 13 was synthesized by this method