51699-49-1

Upstream product

• 4850-49-1 1-phenyl-1,3-propanediol 
• 98-59-9 p-toluenesulfonyl chloride 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 82857-39-4 -(+)-tomoxetine hydrochloride 
• 82248-59-7 atomoxetine hydrochloride 
• 1283727-91-2 C₂₀H₂₂O₆S 
• 1283727-92-3 C₁₃H₁₅IO₃ 
• 1283727-93-4 C₁₃H₁₅BrO₃ 
• 1621176-41-7 1-phenyl-3-(4,5,6,7-tetrabromo-2H-benzotriazol-2-yl)propan-1-ol 
• 114133-37-8 (S)-N-methyl-3-amino-1-phenyl-1-propanol 
• 115290-81-8 (R)-N-methyl-3-phenyl-3-hydroxypropylamine 
• 114247-09-5 (R)-fluoxetine hydrochloride 
• 114247-06-2 (S)-fluoxetine hydrochloride 
• 906532-26-1 3-(N,N-diisopropylamino)-1-phenylpropan-1-ol 
• 50337-25-2 1-phenyl-3-tosyloxy-1-propanone 
• 156453-52-0 (S)-3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Synthesis of novel chiral TBBt derivatives with hydroxyl moiety. Studies on inhibition of human protein kinase CK2α and cytotoxicity properties

The efficient method for the synthesis of novel 4,5,6,7-tetrabromo-1H- benzotriazole (TBBt) derivatives bearing a single stereogenic center has been developed. New compounds with a variety of substituents at the meta- and para-position of the phenyl ring are reported. All of the presented compounds were obtained using classical synthetic methods, such as bromination of benzotriazole, and its subsequent alkylation by monotosylated arylpropane-1,3-diols, which in turn have been synthesized through reduction of the corresponding prochiral β-keto esters, and the selective monotosylation of the primary hydroxyl group. The influence of the new and previously reported N-hydroxyalkyl TBBt derivatives on the activity of human protein kinase CK2α catalytic subunit was examined. The most active were derivatives with N-hydroxyalkyl substituents (IC50 in 0.80-7.35 μM range). A binding mode of (R)-1-(4,5,6,7-tetrabromo-2H-benzotriazol-2-yl)butan-3-ol 7b to hCK2α has been proposed based on in silico docking studies. Additionally, MTT-based cytotoxicity tests demonstrated high activities of novel 1-aryl-3-TBBt-propan-1-ol and 3-TBBt-propan-1,2-diol derivatives against human peripheral blood T lymphoblast (CCRF-CEM), and moderate anti-tumor activities against human breast adenocarcinoma (MCF7) cell lines.

Nickel-catalyzed reductive cyclization of organohalides

A mild and convenient nickel-catalyzed method for free-radical cyclization of organohalides is described. The use of a NiCl2DME/Pybox complex as the catalyst and zinc powder in methanol efficiently promotes the reductive cyclization of various

Tandem alkylation - Michael addition to vinylogous carbonates for the stereoselective construction of 2,3,3,6-tetrasubstituted tetrahydropyrans

A stereoselective method for the synthesis of substituted tetrahydropyran derivatives employing a tandem SN2-Michael addition sequence to vinylogous carbonates is developed. The method is extended to the synthesis of bicyclic ether motifs present in polyether ladder toxins.

Selective nosylation of 1-phenylpropane-1,3-diol and perchloric acid mediated Friedel-Crafts alkylation: Key steps for the new and straightforward synthesis of tolterodine

We have developed a new and straightforward synthesis of racemic tolterodine [N,N-diisopropyl-3-(2-hydroxy-5-methyl-phenyl)-3-phenylpropanamine]. The synthesis involves selective nosylation on the primary alcohol of 1-phenylpropane-1,3-diol using 4-nitrob

Pd-catalyzed kinetic resolution of benzylic alcohols: A practical synthesis of (R)-tomoxetine and (S)-fluoxetine hydrochlorides

A convenient synthetic route to (R)-tomoxetine hydrochloride (90% ee) and (S)-fluoxetine hydrochloride (84% ee) is described. (S)-3-Phenyl-3-hydroxypropyl p-toluenesulphonate, the key intermediate, is obtained by the oxidative kinetic resolution of the corresponding racemic 3-phenyl-3-hydroxypropyl p-toluenesulphonate using (-)-sparteine/Pd(II)/O2 (1 atm) catalytic system.

Dibutyltin oxide catalyzed selective sulfonylation of α-chelatable primary alcohols

(equation presented) The reaction of substituted glycols with catalytic dibutyltin oxide, stoichiometric p-toluenesulfonyl chloride, and triethylamine in CH2Cl2 resulted in the complete and rapid sulfonylation at the primary alcohol. The α-heterosubstituted primary alcohol moiety appeared optimal for best results, supporting the intermediacy of a five-membered chelate. The role of the amine is discussed, in addition to catalyst requirements and solvent effects.