2-HYDROXYPHENYLBORONIC ACID THP-ETHER

Base Information

• Chemical Name: 2-HYDROXYPHENYLBORONIC ACID THP-ETHER
• CAS No.: 502159-01-5
• Molecular Formula: C11H15BO4
• Molecular Weight: 222.049
• Hs Code.: 2932999099
• Mol file: 502159-01-5.mol

Synonyms:2-(tetrahydropyran-2-yloxy)-phenylboronic acid;[2-(tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid;

Chemical Property of 2-HYDROXYPHENYLBORONIC ACID THP-ETHER

Chemical Property:

• PSA: 58.92000
• LogP: 0.27180

Purity/Quality:

98%min ^*data from raw suppliers

2-(Tetrahydropyran-2-yloxy)phenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-HYDROXYPHENYLBORONIC ACID THP-ETHER

There total 7 articles about 2-HYDROXYPHENYLBORONIC ACID THP-ETHER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.4%

2-(tetrahydropyran-2-yloxy)phenyl bromide (57999-46-9) + Triisopropyl borate (5419-55-6) → [2-(tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid (502159-01-5)

Guidance literature:

2-(tetrahydropyran-2-yloxy)phenyl bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

Reference yield:

2-phenoxytetrahydropyran (4203-50-3) → [2-(tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid (502159-01-5)

Guidance literature:

2-phenoxytetrahydropyran; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.75h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jm060536g

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → [2-(tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid (502159-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PPTS / CH₂Cl₂ / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.75 h / -78 - 20 °C

2.2: triisopropyl borate / hexane; tetrahydrofuran / -78 - 20 °C

With n-butyllithium; pyridinium p-toluenesulfonate; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jm060536g

upstream raw materials:

2-phenoxytetrahydropyran

3,4-dihydro-2H-pyran

phenol

2-(tetrahydropyran-2-yloxy)phenyl bromide

Downstream raw materials:

benzyl [2'-hydroxy-1,1'-biphenyl-3-yl]-acetate

3'-[2-(benzyloxy)-2-oxoethyl]-1,1'-biphenyl-2-yl 3,4,5-trihydroxybenzoate

3'-[2-(benzyloxy)-2-oxoethyl]-1,1'-biphenyl-2-yl 3,4,5-tris(acetyloxy) benzoate

(2S)-N-tert-butyl-1-({6-[2-(tetrahydro-2H-pyran-2-yloxy)phenyl]pyridin-2-yl}methyl)pyrrolidine-2-carboxamide

Refernces

• 1、 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.. "Rational design of novel, potent small molecule pan-selectin antagonists". . p. 1101 - 1115. Retrieved 2007/10/03.