4-(Piperidine-1-carbonyl)phenylboronic acid pinacol ester

Base Information

• Chemical Name: 4-(Piperidine-1-carbonyl)phenylboronic acid pinacol ester
• CAS No.: 938043-31-3
• Molecular Formula: C18H31BN2O4
• Molecular Weight: 315.22
• Hs Code.: 2933399090
• European Community (EC) Number: 805-180-1
• DSSTox Substance ID: DTXSID00584875
• Wikidata: Q82476616
• Mol file: 938043-31-3.mol

Synonyms:938043-31-3;4-(Piperidine-1-carbonyl)phenylboronic acid pinacol ester;Piperidin-1-yl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone;piperidin-1-yl-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanone;4-(Piperidine-1-carbonyl)phenylboronic acid, pinacol ester;1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOYL]PIPERIDINE;4-(1-PIPERIDINYLCARBONYL)BENZENEBORONIC ACID PINACOL ESTER;SCHEMBL2239321;DTXSID00584875;MFCD09027083;AKOS016339754;AS-2254;AT13100;CS-0175601;A917109;[4-(Piperidine-1-carbonyl)phenyl]-boronic acid pinacol ester;4-(Piperidine-1-carbonyl)phenylboronic acid pinacol ester, 97%;(Piperidin-1-yl)[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanone

Chemical Property of 4-(Piperidine-1-carbonyl)phenylboronic acid pinacol ester

Chemical Property:

• Melting Point: 137-141 °C
• Boiling Point: 456.3±28.0 °C(Predicted)
• PKA: -1.31±0.20(Predicted)
• PSA: 38.77000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 2.54980
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 315.2005739
• Heavy Atom Count: 23
• Complexity: 422

Purity/Quality:

99%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C(=O)N3CCCCC3

Technology Process of 4-(Piperidine-1-carbonyl)phenylboronic acid pinacol ester

There total 8 articles about 4-(Piperidine-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: 90.0%

piperidine (110-89-4) + 4-carboxyphenylboronic acid pinacol ester (180516-87-4) → piperidin-1-yl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (938043-31-3)

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: 87.0%

piperidine (110-89-4) + carbon monoxide (201230-82-2) + p-bromophenylboronic acid pinacol ester (68716-49-4) → piperidin-1-yl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (938043-31-3)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; dicobalt octacarbonyl; In tert-Amyl alcohol; for 48h; under 1520.1 Torr; Irradiation;

DOI:10.1039/d0sc02178d

Reference yield:

(4-bromophenyl)(1-piperidinyl)methanone (98612-93-2) + bis(pinacol)diborane (73183-34-3) → piperidin-1-yl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (938043-31-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; at 80 ℃; for 12h;

DOI:10.1021/jm400349k

upstream raw materials:

piperidine

4-carboxyphenylboronic acid pinacol ester

4-carboxyphenylboronic acid

(4-bromophenyl)(1-piperidinyl)methanone

Downstream raw materials:

(piperidin-1-yl)-(4-(trifluoromethyl)phenyl)methanone

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

(4-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-quinazolin-6-yl)phenyl)(piperidin-1-yl)methanone

C₁₂H₁₄⁽¹⁸⁾FNO

Refernces

• 1、 -. "Delta opiate receptor antagonist, application thereof and medicine composition". Paragraph 0144; 0148-0150. . Retrieved 2019/07/04.
• 2、 Yang, Lichen,Semba, Kazuhiko,Nakao, Yoshiaki. "para-Selective C?H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis". supporting information. p. 4853 - 4857. Retrieved 2017/04/11.