(3-(hydroxymethyl)-4-Methoxyphenyl)boronic acid

Base Information

• Chemical Name: (3-(hydroxymethyl)-4-Methoxyphenyl)boronic acid
• CAS No.: 908142-03-0
• Molecular Formula: C8H11BO4
• Molecular Weight: 181.984
• Hs Code.: 2931900090
• European Community (EC) Number: 811-091-9
• DSSTox Substance ID: DTXSID90696037
• Wikidata: Q72485331
• Mol file: 908142-03-0.mol

Synonyms:908142-03-0;(3-(hydroxymethyl)-4-Methoxyphenyl)boronic acid;3-HYDROXYMETHYL-4-METHOXYPHENYLBORONIC ACID;[3-(hydroxymethyl)-4-methoxyphenyl]boronic acid;3-(hydroxymethyl)-4-methoxyphenylboronic acid;MFCD14155851;(3-(Hydroxymethyl)-4-methoxyphenyl)boronicacid;AMY1059;DTXSID90696037;AKOS016009858;DS-6075;SB39795;SY029351;CS-0042817;H1563;3-(Hydroxymethyl)-4-methoxybenzeneboronic Acid;EN300-2611561;A860698;J-512649;Z1255459290;3-(Hydroxymethyl)-4-methoxyphenylboronic Acid (contains varying amounts of Anhydride);(3-(hydroxymethyl)-4-methoxyphenyl)boronic acid;3-(Hydroxymethyl)-4-methoxyphenylboronic Acid

Chemical Property of (3-(hydroxymethyl)-4-Methoxyphenyl)boronic acid

Chemical Property:

• Boiling Point: 396.4±52.0 °C(Predicted)
• PKA: 8.68±0.10(Predicted)
• PSA: 69.92000
• Density: 1.27
• LogP: -1.13270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.0750390
• Heavy Atom Count: 13
• Complexity: 153

Purity/Quality:

98% ^*data from raw suppliers

(3-(Hydroxymethyl)-40methoxyphenyl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)OC)CO)(O)O
• Uses: suzuki reaction It is an important intermediate for organic synthesis and pharmaceutical.

Technology Process of (3-(hydroxymethyl)-4-Methoxyphenyl)boronic acid

There total 1 articles about (3-(hydroxymethyl)-4-Methoxyphenyl)boronic acid 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: 91.5%

3-formyl-4-methoxyphenylboronic acid (121124-97-8) → (3-(hydroxymethyl)-4-methoxy)phenylboronic acid (908142-03-0)

Guidance literature:

With sodium tetrahydroborate; ethanol; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

Reference yield: 87.0%

(3-(hydroxymethyl)-4-methoxy)phenylboronic acid (908142-03-0) + 2,7-dichloro-4-(3,6-dihydro-2H-pyran-4-yl)-1,8-naphthyridine → (5-(7-chloro-4-(3,6-dihydro-2H-pyran-4-yl)-1,8-naphthyridin-2-yl)-2-methoxyphenyl)methanol

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; at 90 ℃; for 2h; Inert atmosphere;

Reference yield: 85.6%

(3-(hydroxymethyl)-4-methoxy)phenylboronic acid (908142-03-0) + 4,4'-Dichlorobenzophenone (90-98-2) → C29H26O5

Guidance literature:

[3-(hydroxymethyl)-4-methoxyphenyl]boronic acid; 4,4'-Dichlorobenzophenone; With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 0.5h; Inert atmosphere;

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 90 ℃; Inert atmosphere;

upstream raw materials:

3-formyl-4-methoxyphenylboronic acid

Downstream raw materials:

(S)-(5-(2-chloro-4-(3-methylmorpholinyl)pyrido[2,3-d]pyrimidin-7-yl)-2-methoxyphenyl)methanol

KU-63794

[2-methoxy-5-[5-(3-methoxyphenyl)-2-thienyl]phenyl]methanol

Refernces

• 1、 Bey, Emmanuel,Marchais-Oberwinkler, Sandrine,Negri, Matthias,Kruchten, Patricia,Oster, Alexander,Klein, Tobias,Spadaro, Alessandro,Werth, Ruth,Frotscher, Martin,Birk, Barbara,Hartmann, Rolf W.. "New insights into the SAR and binding modes of bis(hydroxyphenyl)thiophenes and -benzenes: Influence of additional substituents on 17β-hydroxysteroid dehydrogenase type 1 (17β-HSD1) inhibitory activity and selectivity". scheme or table. p. 6724 - 6743. Retrieved 2010/04/05.