608145-97-7

Upstream product

• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 6065-32-3 4-bromocrotonic ethyl ester 
• 37746-78-4 4-bromo-trans-crotonic acid ethyl ester 

Downstream Products

• 1551022-76-4 C₂₆H₃₀N₂O₇ 
• 1227294-12-3 (2S,3S,3aS,9bS)-3-ethyl-2-methyl-8-methoxy-2-phenyl-1,2,3,3a,4,9b-hexahydrochromeno[4,3-b]pyrrole-2,3-dicarboxylate 
• 608146-02-7 (E)-4-[2-(Hydroxyimino-methyl)-4-methoxy-phenoxy]-but-2-enoic acid ethyl ester 

Relevant academic research and scientific papers

Intramolecular Stereoselective Stetter Reaction Catalyzed by Benzaldehyde Lyase

The reliable design and prediction of enzyme promiscuity to access transformations not observed in nature remains a long-standing challenge. Herein, we present the first example of an intramolecular stereoselective Stetter reaction catalyzed by benzaldehyde lyase, guided by the rational structure screening of various ThDP-dependent enzymes using molecular dynamics (MD) simulations. After optimization, high productivity (up to 99 %) and stereoselectivity (up to 99:1 e.r.) for this novel enzyme function was achieved.

Intramolecular Tandem Seleno-Michael/Aldol Reaction: A Simple Route to Hydroxy Cyclo-1-ene-1-carboxylate Esters

Intramolecular tandem seleno-Michael/aldol reaction followed by an oxidation-elimination process can be an efficient tool for the construction of hydroxy cyclo-1-ene-1-carboxylate esters from oxo-α,β-unsaturated esters. Generation of lithium selenolate from elemental selenium and n-BuLi provides a simple and efficient one-pot access to cyclic endo-Morita-Baylis-Hillman adducts.

Constrained TRPV1 agonists synthesized via silver-mediated intramolecular azo-methine ylide cycloaddition of α-iminoamides

As part of an effort to identify agonists of TRPV1, a peripheral sensory nerve ion channel, high throughput screening of the NIH Small Molecule Repository (SMR) collection identified MLS002174161, a pentacyclic benzodiazepine. A synthesis effort was initi

Intramolecular [3 + 2]-cycloadditions of azomethine ylides derived from secondary amines via redox-neutral C-H functionalization

Azomethine ylides are accessed under mild conditions via benzoic acid catalyzed condensations of 1,2,3,4-tetrahydroisoquinolines or tryptolines with aldehydes bearing a pendent dipolarophile. These intermediates undergo intramolecular [3 + 2]-cycloadditio

Organocatalytic asymmetric intramolecular [3+2] cycloaddition: A straightforward approach to access multiply substituted hexahydrochromeno[4,3-b] pyrrolidine derivatives in high optical purity

A chiral phosphoric acid-catalyzed intramolecular 1,3-dipolar cycloaddition of 4-(2-formylphenoxy)butenoates with amino esters provides hexahydromeno[4,3-b]pyrrolidine derivatives in high enantioselectivity (up to 94% ee).

Synthesis of 3a,4-dihydro-3H-[1]benzopyrano[4,3-c]isoxazoles, displaying combined 5-HT uptake inhibiting and α2-adrenoceptor antagonistic activities: A novel series of potential antidepressants

The synthesis of a series of novel 3-piperazinylmethyl-3a,4-dihydro-3H-[1]benzopyrano[4,3-c]isoxazoles as novel dual 5-HT reuptake inhibitors and α2-adrenoceptor antagonists is described. Their affinity at the three different human α2-adrenoceptor subtypes and the 5-HT transporter site is reported. The in vivo activity of the compounds was measured in two different assays: (1) inhibition of pCA-induced excitation, which evaluates the ability to block the central 5-HT transporter, and (2) inhibition of xylazine-induced loss of righting, which evaluates the ability to block central α2-adrenoceptors.