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2-HYDROXYPHENYLBORONIC ACID THP-ETHER is a versatile chemical compound that features a boronic acid group and a tetrahydropyranyl (THP) ether group. It is recognized for its ability to form stable complexes with diols, amines, and other nucleophiles, which is particularly advantageous in various organic synthesis processes. 2-HYDROXYPHENYLBORONIC ACID THP-ETHER's THP ether group offers protection to sensitive functional groups during synthesis, allowing for selective removal under mild conditions. This makes 2-HYDROXYPHENYLBORONIC ACID THP-ETHER a valuable building block in the creation of pharmaceuticals and agrochemicals, as well as a key reagent in organic synthesis.

502159-01-5

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502159-01-5 Usage

Uses

Used in Organic Synthesis:
2-HYDROXYPHENYLBORONIC ACID THP-ETHER is used as a reagent for its capacity to engage in stable complex formations with various nucleophiles, facilitating numerous organic transformations.
Used in Pharmaceutical and Agrochemical Development:
In the pharmaceutical and agrochemical industries, 2-HYDROXYPHENYLBORONIC ACID THP-ETHER is utilized as a building block due to its role in the synthesis of complex molecules, contributing to the development of new drugs and agrochemical products.
Used in Suzuki-Miyaura Cross-Coupling Reactions:
2-HYDROXYPHENYLBORONIC ACID THP-ETHER is employed as a coupling agent in Suzuki-Miyaura cross-coupling reactions, a widely used method in organic chemistry for the formation of carbon-carbon bonds, particularly valuable in the synthesis of biologically active molecules and materials.
Used for Protection of Sensitive Functional Groups:
The THP ether group in 2-HYDROXYPHENYLBORONIC ACID THP-ETHER is used for protecting sensitive functional groups during chemical synthesis, ensuring that these groups remain intact and can be selectively removed when required, under mild conditions, thus preserving the integrity of the final product in various chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 502159-01-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,0,2,1,5 and 9 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 502159-01:
(8*5)+(7*0)+(6*2)+(5*1)+(4*5)+(3*9)+(2*0)+(1*1)=105
105 % 10 = 5
So 502159-01-5 is a valid CAS Registry Number.

502159-01-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name [2-(oxan-2-yloxy)phenyl]boronic acid

1.2 Other means of identification

Product number -
Other names 2-(tetrahydropyran-2-yloxy)-phenylboronic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:502159-01-5 SDS

502159-01-5Relevant academic research and scientific papers

Bimetal complex with aryloxy ether skeleton, and preparation method and application thereof

-

, (2020/11/26)

The invention provides a bimetallic complex with an aryloxy ether skeleton, and a preparation method and application of the bimetallic complex. The bimetallic complex has a structural expression as shown in the specification. A catalytic system of the bimetallic complex shows very good catalytic activity and thermal stability when being used for catalyzing olefin homopolymerization or olefin/alphaolefin copolymerization reactions, and a polymerization product generated by catalysis has relatively high molecular weight and a high alpha-olefin insertion rate and has a very good industrial application prospect.

Rational design of novel, potent small molecule pan-selectin antagonists

Kranich, Remo,Busemann, Anke S.,Bock, Daniel,Schroeter-Maas, Sabine,Beyer, Diana,Heinemann, Bo,Meyer, Michael,Schierhorn, Katrin,Zahlten, Rainer,Wolff, Gerhard,Aydt, Ewald M.

, p. 1101 - 1115 (2007/10/03)

This report describes the first results of a rational hit-finding strategy to design novel small molecule antiinflammatory drugs targeting selectins, a family of three cellular adhesion molecules. Based on recent progress in understanding of molecular interaction between selectins and their natural ligands as well as progress in clinical development of synthetic antagonists like 1 (bimosiamose, TBC1269), this study was initiated to discover small molecule selectin antagonists with improved pharmacological properties. Considering 1 as template structure, a ligand-based approach followed by focused chemical synthesis has been applied to yield novel synthetic small molecules (MWr 500) with a trihydroxybenzene motif, bearing neither peptidic nor glycosidic components, with nanomolar in vitro activity. Biological evaluation involves two kinds of in vitro assays, a static molecular binding assay, and a dynamic HL-60 cell attachment assay. As compared to controls, the novel compounds showed improved biological in vitro activity both under static and dynamic conditions.

Identification of Suitable Ligands for a Transition Metal-Catalyzed Reaction: Screening of a Modular Ligand Library in the Enantioselective Hydroboration of Styrene

Blume, Florian,Zemolka, Saskia,Fey, Thorsten,Kranich, Remo,Schmalz, Hans-Guenther

, p. 868 - 883 (2007/10/03)

Based on a general modular synthetic scheme, a variety of chiral bidentate P/P-, P/S-, P/N-, and P/Se-ligands is accessible in an efficient divergent manner starting from phenol or naphthol derived backbone systems. A library of 20 selected ligands was tested in the Rh-catalyzed asymmetric hydroboration of styrene to give 1-phenylethanol in up to 91% ee after oxidative work-up. It was demonstrated that small variations of the ligand structures lead to pronounced, unpredictable differences in the performance of the in situ generated rhodium complexes. The modular approach should be applicable for the identification and optimization of suitable ligands for other transition metal-catalyzed transformations with comparably low effort.

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