2-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER

Base Information

• Chemical Name: 2-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER
• CAS No.: 1187591-17-8
• Molecular Formula: C13H17BO4
• Molecular Weight: 248.087
• Hs Code.: 2931900090
• Mol file: 1187591-17-8.mol

Synonyms:2-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER;1187591-17-8;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Chemical Property of 2-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER

Chemical Property:

• Boiling Point: 383.0±25.0 °C(Predicted)
• PKA: 4.28±0.36(Predicted)
• PSA: 55.76000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.68400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

99%,98%, ^*data from raw suppliers

2-CarboxyphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Carboxyphenylboronic Acid Pinacol Ester is a reagent used for the synthesis of Biaryl amides as M1 muscarinic acetylcholine receptor agonists.

Technology Process of 2-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER

There total 1 articles about 2-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER 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: 99.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2-carboxyphenylboronic acid (149105-19-1) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (1187591-17-8)

Guidance literature:

With magnesium sulfate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

Reference yield: 70.0%

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (1187591-17-8) + 1-(cyclopropylcarbonyl)piperazine (59878-57-8) → (4-(cyclopropanecarbonyl)piperazin-1-yl)(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

Guidance literature:

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h;

1-(cyclopropylcarbonyl)piperazine; In dichloromethane;

Reference yield: 47.0%

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (1187591-17-8) + tert-butyl 4-(aminomethyl)piperidine-1-carboxylate (144222-22-0) → t-butyl 4-({[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl] amino} methyl)piperidine-1-carboxylate (1236121-05-3)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2010.04.128

upstream raw materials:

2,3-dimethyl-2,3-butane diol

2-carboxyphenylboronic acid

Downstream raw materials:

t-butyl 4-({[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl] amino} methyl)piperidine-1-carboxylate