4-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER

Base Information

• Chemical Name: 4-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER
• CAS No.: 1073353-55-5
• Molecular Formula: C17H26BNO4
• Molecular Weight: 301.193
• Hs Code.: 2934999090
• Mol file: 1073353-55-5.mol

Synonyms:4-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER;1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOYL]PYRROLIDINE;4-(PYRROLIDINE-1-CARBONYL)BENZENEBORONIC ACID PINACOL ESTER;4-Pyrrolidinylcarbonylphenylboronic acid, pinacol ester;Pyrrolidin-1-yl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone;1-pyrrolidinyl[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanone;[4-[(1-Pyrrolidinyl)carbonyl]phenyl]boronic acid pinacol ester

Chemical Property of 4-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER

Chemical Property:

• Boiling Point: 442.4±28.0 °C(Predicted)
• PKA: -1.31±0.20(Predicted)
• PSA: 38.77000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 2.15970
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

[4-(Pyrrolidine-1-carbonyl)phenyl]boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER

There total 5 articles about 4-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC 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: 87.0%

pyrrolidine (123-75-1) + 4-carboxyphenylboronic acid pinacol ester (180516-87-4) → pyrrolidin-1-yl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (1073353-55-5)

Guidance literature:

With benzotriazol-1-ol; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.06.032

Reference yield: 83.4%

4-(pyrrolidinocarbonyl)phenyl bromide (5543-27-1) + bis(pinacol)diborane (73183-34-3) → pyrrolidin-1-yl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (1073353-55-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

Reference yield:

4-carboxyphenylboronic acid (14047-29-1) → pyrrolidin-1-yl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (1073353-55-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 4 h / Inert atmosphere

2: benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

With benzotriazol-1-ol; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.06.032

upstream raw materials:

pyrrolidine

4-carboxyphenylboronic acid pinacol ester

4-carboxyphenylboronic acid

4-(pyrrolidinocarbonyl)phenyl bromide

Downstream raw materials:

3-bromo-5-(2-methoxy-ethoxymethoxy)-4-[4-(pyrrolidine-1-carbonyl)-phenyl]-5H-furan-2-one

3-bromo-5-hydroxy-4-[4-(pyrrolidine-1-carbonyl)-phenyl]-5H-furan-2-one

C₂₉H₂₈FN₃O₅

C₂₇H₂₆FN₃O₃

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