226090-89-7

Upstream product

• 21040-45-9 Cinnamyl acetate 
• 10387-40-3 potassium thioacetate 
• 16519-25-8 (E)-cinnamyl phenyl ether 
• 50555-04-9 cinnamyl benzoate 
• 106625-69-8 ethyl (E)-3-phenyl-2-propenyl carbonate 
• 85669-63-2 (E)-cinnamyl diethyl phosphate 
• 300-57-2 allylbenzene 
• 1586-98-7 (2,3-dibromopropyl)benzene 
• 507-09-5 tiolacetic acid 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 1579955-76-2 S-cinnamyl 2-cyanoethanethioate 

Relevant academic research and scientific papers

Highly enantioselective reactions of a lithiated α-thioallyl carbanion via thermodynamic resolution pathway

S-Cinnamyl thiocarbamate 9, easily accessible from cinnamyl alcohol, undergoes smooth deprotonation with n-BuLi in the presence of various chiral ligands to form configurationally unstable organolithium intemediates. With the proper choice of chiral ligand, the diastereomeric equilibrium is almost fully shifted to one side, furnishing highly enantioenriched products after reaction with various electrophiles.

Metal-free, regio- and stereoselective synthesis of linear (E)-allylic compounds using C, N, O, and S nucleophiles

A variety of allylic acetates and derivatives were synthesized by an efficient two-step protocol that employs readily available terminal alkenes as starting materials. This method is highly regio- and stereoselective, affording the linear (E)- isomer as the sole adduct. This process tolerates several functional groups including halogen-containing molecules, and it is general for weak oxygen, carbon, nitrogen, and sulfur nucleophiles. Furthermore, adducts were obtained in good to excellent yields.

Synthesis and structure-activity relationship study of substituted caffeate esters as antinociceptive agents modulating the TREK-1 channel

The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs. It has been reported that TREK-1 -/- mice were more sensitive than wild-type mice to painful stimuli, suggesting that activation of TREK-1 could result in pain inhibition. Here we report the synthesis of a series of substituted caffeate esters (12a-u) based on the hit compound CDC 2 (cinnamyl 3,4-dihydroxyl-α-cyanocinnamate). These analogs were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid induced-writhing assay) leading to the identification a series of novel molecules able to activate TREK-1 and displaying potent analgesic activity in vivo.

Synthesis of chiral allylic thioesters: Enantio- and regioselective iridium-catalyzed allylations of KSAc

Chiral allylic thioesters were synthesized through a direct iridium-catalyzed asymmetric allylation of KSAc in the presence of KOAc. This strategy provided branched allylic thioesters in good yields with the high levels of enantioselectivity. Chiral allylic thioesters were prepared through a direct iridium-catalyzed asymmetric allylation of KSAc in the presence of KOAc. This synthetic strategy provided branched allylic thioesters in good yields with high levels of enantioselectivity. Copyright

A Convenient Synthesis of Thioacetates and Thiobenzoates Using Silica-Gel Supported Potassium Thioacetate

A simple and efficient procedure has been developed for the synthesis of thioesters by a reaction of alkyl halides with silica-gel supported potassium thioacetate or thiobenzoate under mild conditions.

Palladium-catalyzed synthesis of allylic thioacetates. A convenient access to allylic thiols

Palladium(0)-catalyzed alkylation of various allylic acetates and carbonates by potassium thioacetate allowed an easy access to allylic thioacetates in rather good yields. The reaction was regioselective with substitution at the less hindered side of the intermediate π-allyl system, and diastereoselective with net retention of configuration.

Stereoselective Synthesis of Substituted 1,3,5-Hexatrienes from Diallylic Sulfones

Substituted 1,3,5-hexatrienes 7 can be prepared in excellent yields and with good stereoselectivity from diallylic sulfones 6 employing a modified Ramberg-Baecklund reaction.