4-Benzyloxy-3-methoxyphenylboronic acid

Base Information

• Chemical Name: 4-Benzyloxy-3-methoxyphenylboronic acid
• CAS No.: 243990-53-6
• Molecular Formula: C14H15BO4
• Molecular Weight: 258.082
• Hs Code.: 2931900090
• European Community (EC) Number: 801-051-9
• DSSTox Substance ID: DTXSID90443487
• Nikkaji Number: J1.141.259I
• Wikidata: Q82261347
• Mol file: 243990-53-6.mol

Synonyms:243990-53-6;4-Benzyloxy-3-methoxyphenylboronic acid;4-Benzyloxy-3-methoxybenzeneboronic acid;(4-(Benzyloxy)-3-methoxyphenyl)boronic acid;(3-methoxy-4-phenylmethoxyphenyl)boronic acid;4-BENZYLOXOY-3-METHOXYPHENYLBORONIC ACID;4-(benzyloxy)-3-methoxyphenylboronic acid;[4-(benzyloxy)-3-methoxyphenyl]boronic acid;(4-(Benzyloxy)-3-methoxyphenyl)boronicacid;SCHEMBL906202;DTXSID90443487;PBVVDNNISDIUSU-UHFFFAOYSA-N;MFCD09027252;AKOS015839431;AB49145;AS-64800;4-(benzyloxy)-3-methoxybenzeneboronic acid;4-(benzyloxy)-3-methoxybenzene boronic acid;CS-0174702;FT-0685376;D71377;EN300-7384060;A877937;J-514492;4-benzyloxy-3-methoxybenzeneboronic acid, AldrichCPR

Chemical Property of 4-Benzyloxy-3-methoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 200-203℃
• Refractive Index: 1.583
• Boiling Point: 444.346 °C at 760 mmHg
• PKA: 8.22±0.17(Predicted)
• Flash Point: 222.533 °C
• PSA: 58.92000
• Density: 1.21 g/cm³
• LogP: 0.95400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 258.1063391
• Heavy Atom Count: 19
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

4-Benzyloxy-3-methoxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)OCC2=CC=CC=C2)OC)(O)O

Technology Process of 4-Benzyloxy-3-methoxyphenylboronic acid

There total 5 articles about 4-Benzyloxy-3-methoxyphenylboronic 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:

C16H19BO4 → (4-(benzyloxy)-3-methoxyphenyl)boronic acid (243990-53-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at -20 ℃; pH=2 - 3; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.07.048

Reference yield:

diisopropyl 4-benzyloxy-3-methoxyphenylboronate → (4-(benzyloxy)-3-methoxyphenyl)boronic acid (243990-53-6)

Guidance literature:

With hydrogenchloride; water; In diethyl ether;

DOI:10.1080/00397919908086434

Reference yield:

benzyl bromide (100-39-0) → (4-(benzyloxy)-3-methoxyphenyl)boronic acid (243990-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 24 h / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 5 h / -78 - 20 °C / Inert atmosphere

3.1: hydrogenchloride / water; tetrahydrofuran / -20 °C / pH 2 - 3 / Inert atmosphere

With hydrogenchloride; n-butyllithium; potassium carbonate; In tetrahydrofuran; water; acetone;

DOI:10.1016/j.tetlet.2013.07.048

upstream raw materials:

2-benzyloxy-5-bromoanisole

benzyl bromide

4-bromoguaiacol

Downstream raw materials:

4-(4'-benzyloxy-3'-methoxyphenyl)-5,6,7-trimethoxychromen-2-one

ethyl 2,3,3-tri(4-benzyloxy-3-methoxyphenyl)prop-2-enoate

ethyl 2,3,3-tri-(4-hydroxy-3-methoxyphenyl)propanoate

4,4',4''-(3-hydroxypropane-1,1,2-triyl)tris(2-methoxyphenol)

Refernces

• 1、 Donnelly, Dervilla M.X.,Finet, Jean-Pierre,Guiry, Patrick J.,Rea, Martin D.. "Synthesis of C-ring hydroxylated neoflavonoids by ligand coupling reactions". . p. 2719 - 2730. Retrieved 2007/10/03.