5-(Benzyloxy)-2-forMylphenylboronic acid

Base Information

• Chemical Name: 5-(Benzyloxy)-2-forMylphenylboronic acid
• CAS No.: 1226773-36-9
• Molecular Formula: C₁₄H₁₃BO₄
• Molecular Weight: 256.066
• Hs Code.: 2931900090
• Mol file: 1226773-36-9.mol

Synonyms:(5-(benzyloxy)-2-formylphenyl)boronic acid

Chemical Property of 5-(Benzyloxy)-2-forMylphenylboronic acid

Chemical Property:

• Storage Temp.: 2-8°C

Purity/Quality:

95+% ^*data from raw suppliers

5-(Benzyloxy)-2-formylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(Benzyloxy)-2-forMylphenylboronic acid

There total 5 articles about 5-(Benzyloxy)-2-forMylphenylboronic 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: 88.1%

C16H15BrO3 (1226773-35-8) → (5-(benzyloxy)-2-formylphenyl)boronic acid (1226773-36-9)

Guidance literature:

C₁₆H₁₅BrO₃; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; at -80 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 2h;

DOI:10.1021/jm101225g

Reference yield: 47.0%

4-(benzyloxy)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde → (5-(benzyloxy)-2-formylphenyl)boronic acid (1226773-36-9)

Guidance literature:

4-(benzyloxy)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde; With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

With hydrogenchloride; In water; at 20 ℃; for 2h;

DOI:10.1039/d1cc03026d

Reference yield:

2-bromo-4-fluorobenzaldehyde (59142-68-6) → (5-(benzyloxy)-2-formylphenyl)boronic acid (1226773-36-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / toluene / 4 h / Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 65 °C / Cooling; Inert atmosphere

3.1: n-butyllithium; Triisopropyl borate / tetrahydrofuran / -80 - 20 °C / Inert atmosphere

3.2: 2 h

With n-butyllithium; Triisopropyl borate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1021/jm101225g

upstream raw materials:

C₁₆H₁₅BrO₃

2-(2-bromo-4-fluorophenyl)-1,3-dioxolane

2-bromo-4-fluorobenzaldehyde

4-(benzyloxy)-2-bromobenzaldehyde

Downstream raw materials:

6-benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

6-hydroxyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

1,3-dihydro-1-hydroxy-2,2-benzoxaborol-6-yl N-phenylcarbamate

6-(2-fluorobenzyloxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Refernces

• 1、 Ding, Dazhong,Meng, Qingqing,Gao, Guangwei,Zhao, Yaxue,Wang, Qing,Nare, Bakela,Jacobs, Robert,Rock, Fernando,Alley, Michael R. K.,Plattner, Jacob J.,Chen, Guoqiang,Li, Dawei,Zhou, Huchen. "Design, synthesis, and structure-activity relationship of trypanosoma brucei leucyl-tRNA synthetase inhibitors as antitrypanosomal agents". experimental part. p. 1276 - 1287. Retrieved 2011/05/07.