2009-84-9

Usage

Uses

Used in Chemical Synthesis:
2-(6-Chlorohexyloxy)tetrahydro-2H-pyran is used as an intermediate in the synthesis of other organic compounds, particularly in the preparation of 2-(6-isothiocyanatohexyloxy)-tetrahydro-2H-pyran. 2-(6-CHLOROHEXYLOXY)TETRAHYDRO-2H-PYRAN& can be further utilized in the development of pharmaceuticals, agrochemicals, or other specialty chemicals that require the specific structural features provided by the chloro and hexyloxy groups.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(6-chlorohexyloxy)tetrahydro-2H-pyran may be used as a building block for the development of new drugs with potential therapeutic applications. The chloro and hexyloxy functionalities can be exploited to create molecules with specific biological activities, such as modulating cellular signaling pathways or interacting with target proteins.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2-(6-chlorohexyloxy)tetrahydro-2H-pyran can be employed as a precursor for the synthesis of new pesticides, herbicides, or insecticides. The unique structural features of 2-(6-CHLOROHEXYLOXY)TETRAHYDRO-2H-PYRAN& may contribute to the development of more effective and environmentally friendly agrochemicals.
Used in Specialty Chemicals:
2-(6-Chlorohexyloxy)tetrahydro-2H-pyran may also find applications in the production of specialty chemicals for various industries, such as materials science, coatings, or adhesives. 2-(6-CHLOROHEXYLOXY)TETRAHYDRO-2H-PYRAN&'s properties can be tailored to create innovative products with improved performance characteristics.

InChI:InChI=1/C11H21ClO2/c12-8-4-1-2-5-9-13-11-7-3-6-10-14-11/h11H,1-10H2

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 2009-83-8 6-chloro-1-hexanol 

Downstream Products

• 55333-75-0 1-(3,5-Di-tert-butyl)-phenyl-1,7-heptandiol 
• 51795-88-1 1-bromo-10-(tetrahydropyranyloxy)decane 
• 55009-71-7 2-<7-hydroxy-7-(3,5-dimethoxyphenyl)heptyloxy>tetrahydropyran 
• 16695-31-1 1-(2-Tetrahydropyranyloxy)-7-octyne 
• 53963-10-3 2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran 
• 4286-55-9 1-bromo-6-hexanol 
• 16695-32-2 tetrahydropyranyl ether of 7-dodecyn-1-ol 
• 82393-88-2 1-(3-benzyloxyphenyl)-1-hydroxy-7-(2-tetrahydropyranyloxy)heptane 
• 82407-42-9 1-hydroxy-7-(3-methoxyphenyl)heptan-7-one 
• 111-27-3 hexan-1-ol 
• 82393-86-0 1-(3-methoxyphenyl)-7-(2-tetrahydropyranyloxy)heptan-1-ol 
• 163163-96-0 (E)-7-Pyridin-3-yl-7-{4-[6-(tetrahydro-pyran-2-yloxy)-hexyloxy]-phenyl}-hept-6-enoic acid ethyl ester 
• 173542-31-9 3-<6-(tetrahydro-2-pyranyloxy)hexyl>-2-cyclohexen-1-one 
• 40586-05-8 7-(3-methoxyphenyl)heptan-1-ol 

Relevant academic research and scientific papers

Dihydrotestosterone derivatives: Relative binding affinity versus affinity purification

Mono esters of a homologous series of diacids of dihydrotestosterone were synthesized and converted to the corresponding n-butyl amides. The relative binding affinities of these amides to androgen receptor were compared with the degree of purification of rat prostate androgen receptor by affinity columns prepared by linking the steroidal acid to ammo Sepharose. There was good correlation between binding of the amide model to androgen receptor and the extent of purification by the affinity resin.

Preparation method of 2-(6-chlorohexyloxy) tetrahydro-2H-pyran

The invention provides a preparation method of 2-(6-chlorohexyloxy) tetrahydro-2H-pyran, which is characterized by comprising the steps of synthesis of 2-(6-chlorohexyloxy) tetrahydro-2H-pyran, and purification of 2-(6-chlorohexyloxy) tetrahydro-2H-pyran. The synthesis method of 2-(6-chlorohexyloxy) tetrahydro-2H-pyran comprises the steps of S1, mixing 6-chloro-1-hexanol, a catalyst and toluene ina 500ml three-neck reaction flask at the temperature of 0-30 DEG C; S2, adding 3,4-dihydropyran into the mixture obtained in the step S1, and adjusting the reaction temperature to 10-50 DEG C to obtain a reaction product; and S3, purifying the reaction product obtained in the step S2 to obtain a pure product of 2-(6-chlorohexyloxy) tetrahydro-2H-pyran. According to the method, a proper catalyst and optional methylbenzene are used as solvents, and the molar ratio of reactants is controlled, so that the technical effects that the yield is high, the consumption of organic solvents is low, and the catalyst is easily removed from a system after reaction can be achieved.

Method for preparing 8 -methyldialdehyde

To the preparation method of 8 - chloro 6 - hexanol, the hydroxyl is firstly protected with the dihydropyran under the catalysis of p-toluenesulfonic acid, and -1 -chloro 6 -hexyl tetrahydropyranyl is obtained. 6 -chloro -hexyl tetrahydropyranyl ether is reacted with magnesium chips to form a formative reagent and reacted with 1 - bromo -2 - methyl - butane under the catalysis of cuprous bromide to obtain the intermediate 8 - methyl -tetrahydropyran ether. The intermediates do not need to be purified, and the hydroxyl group is removed directly under acidic conditions to obtain 8 - methyl -1 - sunflower. Finally, 2, 2, 6 and 6 - tetramethylpiperidine are oxidized to obtain the product 8 - methyldialdehyde. The synthesis process uses common reagents, is low in cost, mild in reaction conditions and high in yield, is suitable for large-scale industrial production, and has a good application prospect in the field of food additives.

Process synthesis method for fatty alcohol hydroxyl protection by adopting micro-reactor

The invention provides a process synthesis method for protecting fatty alcohol hydroxyl by adopting a micro-reactor. The process synthesis method comprises the following steps: S1, adjusting the temperature in the micro-reactor to 10-70 DEG C through a high-low temperature circulating tank; S2, immersing material suction pipe openings of a constant flow pump in straight-chain n-halohydrin and 3, 4-dihydropyran respectively, and setting the flow speed of the straight-chain n-halohydrin constant flow pump to be 15-45 mol/min, wherein the molar ratio of the 3, 4-dihydropyran to the straight-chainn-halohydrin ranges from 1.02 to 1.15; S3, feeding reactants into a micro-reactor, and receiving a crude product by adopting a container filled with a quenching agent after running for 4 minutes; andS4, separating and purifying the received crude product to obtain the product. By applying the micro-channel reactor, the conversion rate can be effectively increased, and the yield is increased from65-71% of the traditional reaction yield to 96% or above. No waste solvent is generated in the reaction process, no waste water is discharged, and continuous automatic production can be achieved.

ANTI-CANCER NUCLEAR HORMONE RECEPTOR-TARGETING COMPOUNDS

The disclosure relates to anti-cancer compounds which are anti-cancer PARP inhibitors of formula Al, A2, A3 or A4 conjugated by a linker to a steroid, whereby the steroid targets the conjugate to the nucleus, as well as to methods for their preparation and use. (I)

Manganese-Catalyzed Stereospecific Hydroxymethylation of Alkyl Tosylates

The development of a stereospecific hydroxymethylation of alkyl tosylates using an inexpensive, first-row catalyst is described. The transformation proceeds under mild conditions with low pressure to deliver homologated alcohols as products. Chiral, nonracemic β-branched primary alcohols are obtained with high enantiospecificity from easily accessed secondary alkyl substrates. Simple modification of the reaction system also permits access to α-d2 alcohols. These studies use anionic metal carbonyl catalysis to access a synthetic equivalent of the challenging hydroxymethyl anion from carbon monoxide.

ANTI-CANCER NUCLEAR HORMONE RECEPTOR-TARGETING COMPOUNDS

The disclosure relates to anti-cancer compounds derived from nuclear steroid receptor binders, to products containing the same, as well as to methods of their use and preparation.

Cyclopropenium Enhanced Thiourea Catalysis

An integral part of modern organocatalysis is the development and application of thiourea catalysts. Here, as part of our program aimed at developing cyclopropenium catalysts, the synthesis of a thiourea-cyclopropenium organocatalyst with both cationic hydrogen-bond donor and electrostatic character is reported. The utility of the this thiourea organocatalyst is showcased in pyranylation reactions employing phenols, primary, secondary, and tertiary alcohols under operationally simple and mild reaction conditions for a broad substrate scope. The addition of benzoic acid as a co-catalyst facilitating cooperative Br?nsted acid catalysis was found to be valuable for reactions involving phenols and higher substituted alcohols. Mechanistic investigations, including kinetic and 1H NMR binding studies in conjunction with density function theory calculations, are described that collectively support a Br?nsted acid mode of catalysis.

Heterogeneous acidic catalysts for the tetrahydropyranylation of alcohols and phenols in green ethereal solvents

The application of heterogeneous catalysis and green solvents to the set up of widely employed reactions is a challenge in contemporary organic chemistry. We applied such an approach to the synthesis and further conversion of tetrahydropyranyl ethers, an important class of compounds widely employed in multistep syntheses. Several alcohols and phenols were almost quantitatively converted into the corresponding tetrahydropyranyl ethers in cyclopentyl methyl ether or 2-methyltetrahydrofuran employing NH4HSO4 supported on SiO2 as a recyclable acidic catalyst. Easy work up of the reaction mixtures and the versatility of the solvents allowed further conversion of the reaction products under one-pot reaction conditions.

Manufacturing method for substrate having liquid crystal alignment film for in-plane switching-type liquid crystal display element

The present invention provides an in-plane switching-type liquid crystal display element imparted with a high-efficiency alignment control function, and having excellent burn-in properties. The present invention also provides a manufacturing method for a substrate having a liquid crystal alignment film, said method having the following steps for obtaining a liquid crystal alignment film for an in-plane switching-type liquid crystal display element imparted with an alignment control function: [I] a step in which a polymer composition, which contains (A) a light-sensitive sidechain polymer that exhibits liquid crystallinity at a prescribed temperature range and (B) an organic solvent, is coated on a substrate having a conductive film for in-plane switching, and a coating film is formed; [II] a step in which the coating film obtained in [I] is irradiated with polarized UV light; and [III] a step in which the coating film obtain in [II] is heated.