85761-38-2

Upstream product

• 1460-57-7 trans-1,2-cyclohexandiol 
• 100-39-0 benzyl bromide 
• 286-20-4 cyclohexene oxide 
• 1072-86-2 (1R,2R)-trans-1,2-cyclohexanediol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 100-51-6 benzyl alcohol 
• 110-82-7 cyclohexane 
• 29494-42-6 1-(benzyloxy)cyclohexene 
• 32700-48-4 [(cyclohex-2-en-1-yloxy)methyl]benzene 
• 1192-78-5 2,3-epoxycyclohexanol 
• 1792-81-0 cis-1,2-cyclohexane 
• 822-67-3 Cyclohex-2-enol 
• 84029-20-9 racemic cis-1-benzyloxy-7-oxabicyclo[4.1.0]heptane 
• 100-44-7 benzyl chloride 

Downstream Products

• 57794-08-8 (1S,2S)-trans-1,2-Cyclohexanediol 
• 1072-86-2 (1R,2R)-trans-1,2-cyclohexanediol 
• 880498-21-5 (2R)-2-benzyloxycyclohexanone 
• 85761-39-3 (1S,2S)-cyclohexane-1,2-diol monobenzyl ether 
• 125992-57-6 (1R,2R)-1-(2-benzyloxy)cyclohexyl acetate 
• 36713-55-0 (±)-2-benzyloxycyclohexanone 
• 1460-57-7 trans-1,2-cyclohexandiol 
• 64714-16-5 2-phenyl-4,5-trans-tetrametylene-1,3-dioxolan 

Relevant academic research and scientific papers

CDPK1 INHIBITORS, COMPOSITIONS, AND METHODS RELATED THERETO

The invention relates to inhibitors of calcium-dependent protein kinase 1 (CDPK1) and pharmaceutical preparations thereof. The invention further relates to methods of treatment of parasitic infections, such as T. gondii, P. falciparum, C. hominis, or C. parvum infections, using the novel inhibitors of the invention.

Benzoxaborole Catalyst for Site-Selective Modification of Polyols

The site-selective modification of polyols bearing several hydroxyl groups without the use of protecting groups remains a significant challenge in synthetic chemistry. To address this problem, novel benzoxaborole derivatives were designed as efficient catalysts for the highly site-selective and protecting-group-free modification of polyols. To identify the effective substituent groups enhancing the catalytic activity and selectivity, a series of benzoxaborole catalysts 1a–k were synthesized. In-depth analysis for the substituent effect revealed that 1i–k, bearing multiple electron-withdrawing fluoro- and trifluoromethyl groups, exhibited the greatest catalytic activity and selectivity. Moreover, 1i-catalyzed benzoylation, tosylation, benzylation, and glycosylation of various cis-1,2-diol derivatives proceeded with good yield and site-selective manner.

Optimizing Pyrazolopyrimidine Inhibitors of Calcium Dependent Protein Kinase 1 for Treatment of Acute and Chronic Toxoplasmosis

Calcium dependent protein kinase 1 (CDPK1) is an essential Ser/Thr kinase that controls invasion and egress by the protozoan parasite Toxoplasma gondii. The Gly gatekeeper of CDPK1 makes it exquisitely sensitive to inhibition by small molecule 1H-pyrazolo

Influence of Alcohol β-Fluorination on Hydrogen-Bond Acidity of Conformationally Flexible Substrates

Rational modulations of molecular interactions are of significant importance in compound properties optimization. We have previously shown that fluorination of conformationally rigid cyclohexanols leads to attenuation of their hydrogen-bond (H-bond) donat

Lanthanide-based coordination polymers as promising heterogeneous catalysts for ring-opening reactions

This work presents the synthesis and structural characterization of Eu3+- and Tb3+-based coordination polymers starting from a Co3+-based metalloligand offering appended arylcarboxylic acid groups. Both coordination polymers function as reusable heterogeneous catalysts for ring-opening reactions utilizing amines, alcohols, thiols, and azides as the nucleophiles. The catalytic results illustrate an excellent control over the regioselectivity whereas a filtration test and mechanistic studies substantiate Lewis-acid catalyzed activation of the epoxide during the reaction.

Efficient and regioselective ring-opening of epoxides with alcohols and sodium azide by using catalytic amounts of gacl3/polyvinylpyrrolidone

A new polymeric catalyst was prepared by supporting GaCl3 on cross-linked polyvinylpyrrolidone (GaCl3/ PVP). This catalyst was employed for efficient and regioselective ring-opening reaction of epoxides by various alcohols under solvent-free conditions at room temperature. In our procedure, this heterogeneous catalyst was used at neutral and mild reaction conditions to afford high yields of β-alkoxy alcohols. Also, regioselective conversion of epoxides to β-azidohydrines was accomplished by sodium azide in MeOH in the presence of GaCl3/PVP at room temperature. GaCl3/PVP is a non-hygroscopic and recoverable catalyst and is easily separated from reaction mixture by a simple filtration and re-used repeatedly. Also, this catalyst has good handling and can be stored for long time without any reducing of its reactivity.

Regioselective, borinic acid-catalyzed monoacylation, sulfonylation and alkylation of diols and carbohydrates: Expansion of substrate scope and mechanistic studies

Synthetic and mechanistic aspects of the diarylborinic acid-catalyzed regioselective monofunctionalization of 1,2- and 1,3-diols are presented. Diarylborinic acid catalysis is shown to be an efficient and general method for monotosylation of pyranoside derivatives bearing three secondary hydroxyl groups (7 examples, 88% average yield). In addition, the scope of the selective acylation, sulfonylation, and alkylation is extended to 1,2- and 1,3-diols not derived from carbohydrates (28 examples); the efficiency, generality, and operational simplicity of this method are competitive with those of state-of-the-art protocols including the broadly applied organotin-catalyzed or -mediated reactions. Mechanistic details of the organoboron-catalyzed processes are explored using competition experiments, kinetics, and catalyst structure-activity relationships. These experiments are consistent with a mechanism in which a tetracoordinate borinate complex reacts with the electrophilic species in the turnover-limiting step of the catalytic cycle.

Synthesis, structures, and heterogeneous catalytic applications of {Co 3+-Eu3+} and {Co3+-Tb3+} heterodimetallic coordination polymers

Two {Co3+-Eu3+} and {Co3+-Tb3+} heterodimetallic coordination polymers have been synthesized by using a Co 3+-based coordination complex as the building block. Structural studies show that the lanthanide atoms are coordinated to the cobalt complex through Oamide groups. This results in the generation of a one-dimensional zigzag coordination polymer. These coordination polymers have been shown to catalyze the ring-opening reactions of the epoxides with anilines and alcohols under heterogeneous and solvent-free conditions. Interestingly, a perfect regioselectivity was observed in the aminolysis and alcoholysis reaction of styrene oxide. Two {Co3+-Eu3+} and {Co 3+-Tb3+} zigzag coordination polymers have been synthesized by using a Co3+-based coordination complex. These coordination polymers have been shown to catalyze the ring-opening reactions of epoxides with anilines and alcohols under heterogeneous and solvent-free conditions.

Asymmetric synthesis of O-protected acyloins using enoate reductases: Stereochemical control through protecting group modification

O-Protected cyclic acyloins were obtained in nonracemic form through asymmetric bioreduction of α,β-unsaturated alkoxy ketones by using 11 different enoate reductases from the "Old Yellow Enzyme" family. The stereochemical outcome of the biotransformation could be switched by variation of the O-protecting group or by the ring size of the substrate, which allows access to both stereoisomers in up to >97 % ee Whereas α-alkoxy enones were readily accepted as substrates, β-analogs were not converted. Overall, α-alkoxy enones represent a novel type of substrate for flavin-dependent ene-reductases. Copyright

Catalytic monoalkylation of 1,2-diols

A catalytic monoalkylation of 1,2-diols by using a weak base has been developed. Copper(II) dichloride and boronic acids are effective catalysts for activating 1,2-diols in the presence of potassium carbonate as a base. Various 1,2-diols were selectively monoalkylated with allyl-, benzyl- and alkyl- halides in DMF by choosing a suitable catalyst for each 1,2-diols.