6200-21-1

Upstream product

• 677-22-5 tert-butylmagnesium chloride 
• 104-88-1 4-chlorobenzaldehyde 
• 30314-42-2 1-(4-chlorophenyl)-2,2-dimethylpropan-1-one 
• 106-46-7 para-dichlorobenzene 
• 630-19-3 pivalaldehyde 
• 3282-30-2 pivaloyl chloride 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 106-39-8 bromochlorobenzene 
• 123-62-6 propionic acid anhydride 
• 122-01-0 4-chloro-benzoyl chloride 
• 26110-93-0 1-Chlor-4-(2,2-dimethylpropyl)benzol 

Downstream Products

• 856780-72-8 1-chloro-4-(1-chloro-2,2-dimethyl-propyl)-benzene 
• 26110-93-0 1-Chlor-4-(2,2-dimethylpropyl)benzol 
• 343844-08-6 meso-3,4-Bis(4-chlorphenyl)-2,2,5,5-tetramethylhexan 
• 68525-41-7 DL-3,4-Bis(4-chlorphenyl)-2,2,5,5-tetramethylhexan 
• 872180-92-2 2-[1-(4-chlorophenyl)-2,2-dimethylpropoxy]-6-fluorobenzonitrile 
• 109837-19-6 C₁₁H₁₅ClO 
• 6200-21-1 1-(4-Chlor-phenyl)-2,2-dimethyl-propan-1-ol 
• 1337920-82-7 C₁₄H₁₉ClO₂ 
• 54953-06-9 4-Chlorpivalophenonazin 
• 31006-91-4 β-tert.Butyl-p-chlor-zimtsaeure 
• 31006-79-8 β-p-chlorphenyl-β-tert-butyl-hydracrylsaeure-aethylester 
• 31006-80-1 β-p-chlorphenyl-β-tert-butyl-hydracrylsaeure 
• 120136-06-3 Toluene-4-sulfonic acid 1-(4-chloro-phenyl)-2,2-dimethyl-propyl ester 
• 30314-42-2 1-(4-chlorophenyl)-2,2-dimethylpropan-1-one 

Relevant academic research and scientific papers

Bi-aryl rotation in phenyl-dihydroimidazoquinoline catalysts for kinetic resolution of arylalkyl carbinols

Chiral nucleophilic catalysts, 6-aryl-phenyl-dihydroimidazoquinolines (PIQs), were designed, synthesised and applied to the kinetic resolution of arylalkyl carbinols with very high selectivity (S) factors (up to 530). Density functional theory calculations indicate that multiple noncovalent interactions play a key role in chiral recognition between 6-aryl-PIQ catalysts and chiral secondary alcohol substrates. The Royal Society of Chemistry 2014.

Optically pure bulky (hetero)arylalkyl carbinols via kinetic resolution

Planar chiral nucleophilic catalyst Fc-PIP was employed in the kinetic resolution of bulky (hetero)arylalkyl carbinols delivering unreacted alcohols with extremely high enantiomeric excess (>99.0% ees) in ideal conversions ranging from 50.4-56.7%.

Enantioselective hydrogenation and transfer hydrogenation of bulky ketones catalysed by a ruthenium complex of a chiral tridentate ligand

A study on the enantioselective hydrogenation of tertiary alkyl ketones catalysed by a novel class of tridentate-Ru complex is reported. In contrast to the extensively studied [RuCl2(diphos)(di-primary amine)] complexes, this new class of hydro

Synthesis and biological evaluation of novel 2,4-diaminoquinazoline derivatives as SMN2 promoter activators for the potential treatment of spinal muscular atrophy

Proximal spinal muscular atrophy (SMA) is an autosomal recessive disorder characterized by death of motor neurons in the spinal cord that is caused by deletion and/or mutation of the survival motor neuron gene (SMN1). Adjacent to SMN1 are a variable number of copies of the SMN2 gene. The two genes essentially differ by a single nucleotide, which causes the majority of the RNA transcripts from SMN2 to lack exon 7. Although both SMN1 and SMN2 encode the same Smn protein amino acid sequence, the loss of SMN1 and incorrect splicing of SMN2 have the consequence that Smn protein levels are insufficient for the survival of motor neurons. The therapeutic goal of our medicinal chemistry effort was to identify small-molecule activators of the SMN2 promoter that, by up-regulating gene transcription, would produce greater quantities of full-length Smn protein. Our initial medicinal chemistry effort explored a series of C5 substituted benzyl ether based 2,4-diaminoquinazoline derivatives that were found to be potent activators of the SMN2 promoter; however, inhibition of DHFR was shown to be an off-target activity that was linked to ATP depletion. We used a structure-guided approach to overcome DHFR inhibition while retaining SMN2 promoter activation. A lead compound 11a was identified as having high potency (EC50 = 4 nM) and 2.3-fold induction of the SMN2 promoter. Compound 11a possessed desirable pharmaceutical properties, including excellent brain exposure and long brain half-life following oral dosing to mice. The piperidine compound 11a up-regulated expression of the mouse SMN gene in NSC-34 cells, a mouse motor neuron hybrid cell line. In type 1 SMA patient fibroblasts, compound 11a induced Smn in a dose-dependent manner when analyzed by immunoblotting and increased the number of intranuclear particles called gems. The compound restored gems numbers in type I SMA patient fibroblasts to levels near unaffected genetic carriers of SMA.

2,4-DIAMINOQUINAZOLINES FOR SPINAL MUSCULAR ATROPHY

2,4-Diaminoquinazolines of formulae I-IV and VI (I, II, III, IV and VI) are useful for treating spinal muscular atrophy (SMA).

Naphthalene-catalysed lithiation of functionalized chloroarenes: Regioselective preparation and reactivity of functionalized lithioarenes

The lithiation of different functionalized chloroarenes (dichlorobenzenes 1 and 3, mono and dichlorophenols 9 and 14, and chloropivalanilides 18) in the presence of a catalytic amount of naphthalene leads to the corresponding functionalized lithioarenes, which react with electrophiles to give the expected polyfunctionalized aromatic molecules 2, 4, 10, 19, 21, 22 and 24 in a regioselective manner. In the case of starting from chlorinated phenols or anilides a deprotonation of the functional group is carried out prior to the lithiation process; only for 2-chloropivalanilide 18o a coupling reaction leading to 2-n-butylpivalanilide is observed when an excess of n-butyllithium is used in the deprotonation step.

CHROMATOGRAPHIC RESOLUTION OF ALKYL ARYL CARBINOLS ON A SILICA-SUPPORTED QUININE CHIRAL STATIONARY PHASE

Several alkyl aryl carbinols can be separated in enantiomers by liquid chromatography upon a new chiral support, prepared by reaction of γ-mercaptopropylsilanized silica with quinine.From the elution order obtained by means of a circular dichroism detecto

Thermolabile Hydrocarbons, XVIII. 1-Substituted Neopentyl radicals and their Dimers

Five 3,4-diaryl-2,2,5,5-tetramethylhexanes 1a - e were prepared as pure meso- and DL-isomers.According to the NMR spectra, x-ray analyses for meso- and DL-1e (with an (FB)2E conformation as energy minimum for DL-1e), and force field calculations the diastereomers have distinctly different minimum energy conformations, rotational potentials, and strain enthalpies.Also the activation parameters for the thermal dissociation into 1-arylneopentyl radicals 2 are typically differing.From an entropy discussion it is concluded that sandwich-like diastereomeric radical complexes are formed in these reactions as first intermediates.Their tightness influences ΔS%.The recombinations of the radicals 2 likewise take place stereoselectively.Their substituent effects on the selectivity can also be understood by primary formation of diastereomeric complexes of radical pairs.