116762-23-3

Upstream product

• 90-05-1 2-methoxy-phenol 
• 53498-60-5 α-(2-methoxyphenoxy)-2-methylpropionic acid 

Downstream Products

• 116762-28-8 2-(2-methoxyphenoxy)-2-methyl-propionyl-cyanomethylenetriphenylphosphorane 

Relevant academic research and scientific papers

Pd(II)-catalyzed ortho - Or meta-C-H olefination of phenol derivatives

A combination of weakly coordinating auxiliaries and ligand acceleration allows for the development of both ortho- and meta-selective C-H olefination of phenol derivatives. These reactions demonstrate the feasibility of directing C-H functionalizations when functional groups are distal to target C-H bonds. The meta-C-H functionalization of electron-rich phenol derivatives is unprecedented and orthogonal to previous electrophilic substitution of phenols in terms of regioselectivity. These methods are also applied to functionalize α-phenoxyacetic acids, a fibrate class of drug scaffolds.

Synthesis, pharmacological evaluation, and structure-activity relationship and quantitative structure-activity relationship studies on novel derivatives of 2,4-diamino-6,7-dimethoxyquinazoline α1-adrenoceptor antagonists

A new series of novel piperazine and non-piperazine derivatives of 2,4- diamino-6,7-dimethoxyquinazoline was synthesized and evaluated for binding affinity toward α1-adrenergic and other G-protein-coupled aminergic receptors. The α1-adrenoceptor (AR) subtype selectivity was also investigated for the most interesting compounds. Only compound 16 showed moderate selectivity toward the α(1b)-AR subtype. Selected compounds were tested in vivo in a dog model indicating activity on blood pressure and on the lower urinary tract. Compound 10 showed in vivo potency close to that of prazosin. Powerful interpretative and predictive theoretical QSAR models have been obtained. The theoretical descriptors employed in the rationalization of the α1-adrenergic binding affinity depict the key features for receptor binding which can be summarized in an electrostatic interaction between the protonated amine function and a primary nucleophilic site of the receptor, complemented by short-range attractive (polar and dispersive) and repulsive (steric) intermolecular interactions. Moreover, on predictive grounds, the ad hoc derived size and shape QSAR model developed in a previous paper (Rastelli, G.; et al. J. Mol. Struct. 1991, 251, 307-318) proved to be successful in predicting nanomolar α1-adrenergic binding affinity for compound 28.

TANDEM INTRAMOLECULAR WITTIG AND CLAISEN REARRANGEMENT REACTIONS IN THE THERMOLYSIS OF 2-METHYL-2-PHENOXY-PROPIONYL-CYANOMETHYLENETRIPHENYLPHOSPHORANES: SYNTHESIS OF SUBSTITUTED 2H-1-BENZOPYRANS AND BENZOFURANS

The preparation and thermolysis in vacuum of 2-methyl-2-phenoxy-propionyl-cyanomethylenetriphenylphosphorane and derivatives containing methyl-, methoxy- and chloro- substituents in the phenoxy ring is reported.The method merges the preparation of phenyl