164014-95-3 Usage
Description
1,4-Benzodioxane-6-boronic acid is an organic compound that serves as a versatile building block and reagent in the synthesis of various organic molecules, particularly in the pharmaceutical and chemical industries. It is a white to light yellow crystal powder, known for its ability to participate in multiple types of chemical reactions, such as addition, iodocyclization, and palladium-catalyzed coupling reactions.
Uses
Used in Pharmaceutical Industry:
1,4-Benzodioxane-6-boronic acid is used as a reactant for the synthesis of various pharmaceutical compounds. Its application is primarily due to its ability to undergo addition reactions with 1,8-naphthyridine N-oxides, iodocyclization, and palladium-catalyzed coupling reactions, which are essential steps in the production of specific drug molecules.
Used in Chemical Synthesis:
1,4-Benzodioxane-6-boronic acid is used as a key intermediate in the synthesis of complex organic molecules. It is particularly useful in the production of pyranoquinolines, combretastatin analogs, aryl-substituted oxabenzindoles, and methanobenzindoles through various coupling reactions, such as Suzuki coupling and Suzuki-Miyaura coupling reactions.
Used in Catalyst Development:
1,4-Benzodioxane-6-boronic acid is employed as a reactant in the development of catalysts for chemical reactions. It is used in the palladium-catalyzed oxyarylation of Heck reaction intermediates and C-H functionalization of quinones, which are important processes in the synthesis of various organic compounds and materials.
Check Digit Verification of cas no
The CAS Registry Mumber 164014-95-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,4,0,1 and 4 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 164014-95:
(8*1)+(7*6)+(6*4)+(5*0)+(4*1)+(3*4)+(2*9)+(1*5)=113
113 % 10 = 3
So 164014-95-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H9BO4/c10-9(11)6-1-2-7-8(5-6)13-4-3-12-7/h1-2,5,10-11H,3-4H2
164014-95-3Relevant articles and documents
Preparation method of benzoheterocyclic boric acid
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Paragraph 0050; 0052; 0054, (2018/09/13)
The invention provides a preparation method of benzoheterocyclic boric acid. The preparation method comprises steps as follows: (1) a benzoheterocyclic compound shown in a formula I is dissolved in asolvent A, a liquor A is obtained, a boronylation reagent is dissolved in a solvent B, a liquor B is obtained, a palladium catalyst and an alkaline reagent are immobilized on a channel of a continuousflow reactor, the liquor A and the liquor B are subjected to a continuous adding reaction, the reaction is stopped after the mixture flows out of a reaction tube, and an intermediate is obtained; (2)the intermediate obtained in step (1) is subjected to a hydrolysis reaction, and benzoheterocyclic boric acid is obtained. According to the provided preparation method, the benzoheterocyclic boric acid is synthesized with a flow chemical technology. Compared with methods in the prior art, the method has the advantages that the product yield is 86% or above, the highest yield can reach 90% or above, the yield is very high, the reaction rate is high, energy consumption of a reaction is reduced greatly, and the method is high in operability, high in automation degree and favorable for productionoperation and industrial production.
