51699-49-1

Basic information

• Product Name: 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate
• Synonyms: 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate
• CAS NO: 51699-49-1
• Molecular Weight: 306.383
• Mol File: 51699-49-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate(51699-49-1)
• EPA Substance Registry System: 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate(51699-49-1)

Safety Data

• Hazardous Substances Data: 51699-49-1(Hazardous Substances Data)

Upstream product

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

Downstream Products

• 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 
• 82857-39-4 -(+)-tomoxetine hydrochloride 
• 82248-59-7 atomoxetine 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 articles and documents

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.

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.

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.