287944-16-5 Usage
Description
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is an organic compound that serves as a versatile intermediate in various chemical reactions and synthesis processes. It is characterized by its unique structure, which includes a boronic acid group and a pinacol ester, making it a valuable building block in the development of new compounds and materials.
Uses
Used in Organic Synthesis:
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is used as an intermediate in organic synthesis for the development of agrochemicals, pharmaceuticals, and dyes. Its unique structure allows for the formation of new compounds with potential applications in these industries.
Used in Agrochemical Industry:
In the agrochemical industry, 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is used as an intermediate for the synthesis of new agrochemicals. Its reactivity and functional groups enable the creation of compounds with potential pesticidal or herbicidal properties.
Used in Pharmaceutical Industry:
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is used as an intermediate in the pharmaceutical industry for the synthesis of new drug candidates. Its unique structure can be utilized to develop compounds with potential therapeutic effects.
Used in Dye Industry:
In the dye industry, 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is used as an intermediate for the synthesis of new dyes. Its functional groups can be exploited to create dyes with specific color properties and stability.
Used in the Synthesis of 1,2-Dihydro-2-Oxopyridine Based Endocannabinoid System (ECS) Modulators:
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is used as a key intermediate in the preparation of 1,2-dihydro-2-oxopyridine based endocannabinoid system (ECS) modulators. These modulators have potential applications in the treatment of various medical conditions related to the ECS.
Used in the Synthesis of Embryonic Ectoderm Development (EED) Inhibitors:
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is used as an intermediate in the synthesis of embryonic ectoderm development (EED) inhibitors. These inhibitors have potential applications in the study and treatment of developmental disorders.
Used in the Preparation of Pyrrolotriazine Based IRAK4 Inhibitors:
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester is used in the preparation of pyrrolotriazine based IRAK4 inhibitors. These inhibitors have potential applications in the treatment of inflammatory and autoimmune diseases by targeting the IRAK4 enzyme.
Check Digit Verification of cas no
The CAS Registry Mumber 287944-16-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,8,7,9,4 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 287944-16:
(8*2)+(7*8)+(6*7)+(5*9)+(4*4)+(3*4)+(2*1)+(1*6)=195
195 % 10 = 5
So 287944-16-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H19BO3/c1-10(2)11(3,4)15-12(14-10)9-5-7-13-8-6-9/h5H,6-8H2,1-4H3
287944-16-5Relevant articles and documents
New synthesis process of 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester
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Paragraph 0013; 0016, (2019/01/23)
The invention relates to a new synthesis process of 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester( as shown in the formula I). The new synthesis process comprises the following steps that (1) tetrahydropyranone (as shown in the formula II) is condensed with hydrazine hydrate to generate a product, namely hydrazone (as shown in the formula III); (2) under alkaline conditions, the hydrazone (asshown in the formula III) reacts with iodine to generate a compound 4-iodo-3,6-dihydro-2H-pyran (as shown in the formula IV); (3) the compound IV and a Grignard reagent are in a Grignard exchange reaction, and then coupled with isopropoxyboronic acid pinacol ester (as shown in the formula V) to prepare a target product, namely the 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester. The synthesis process disclosed by the invention is high in yield, mild in reaction conditions, and suitable for large-scale industrial production.
A 3,6-dihydro -2H-pyran-4-boronic acid frequency method for the synthesis of ester
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Paragraph 0055-0057, (2017/03/25)
The invention discloses a synthetic method of 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester, which comprises the following steps: 1) carrying out a reaction of tetrahydro-4H-pyran-4-one and hydrazine hydrate in a solvent to generate single ketone hydrazone; 2) carrying out a reaction of the single ketone hydrazone and copper bromide in a solvent in the presence of triethylamine to obtain a dibromo intermediate; 3) carrying out an elimination reaction of the dibromo intermediate and an alkali in a solvent to obtain an alkenyl bromide compound; 4) carrying out a Suzuki-Miyaura reaction of the alkenyl bromide compound and bis(pinacolato)diboron in a solvent in the presence of a palladium complex to obtain the product. The synthetic method of the invention is simple, and low in cost, adopts no dangerous raw materials, and is safe and suitable for large-scale production.
5-Alkyl-2-urea-Substituted Pyridines: Identification of Efficacious Glucokinase Activators with Improved Properties
Kohn, Todd J.,Du, Xiaohui,Lai, Sujen,Xiong, Yumei,Komorowski, Renee,Veniant, Murielle,Fu, Zice,Jiao, Xianyun,Pattaropong, Vatee,Chow, David,Cardozo, Mario,Jin, Lixia,Conn, Marion,DeWolf, Walter E.,Kraser, Christopher F.,Hinklin, Ronald J.,Boys, Mark L.,Medina, Julio C.,Houze, Jonathan,Dransfield, Paul,Coward, Peter
, p. 666 - 670 (2016/07/26)
Two 1-(4-aryl-5-alkyl-pyridin-2-yl)-3-methylurea glucokinase activators were identified with robust in vivo efficacy. These two compounds possessed higher solubilities than the previously identified triaryl compounds (i.e., AM-2394). Structure-activity re
