1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine

Base Information

• Chemical Name: 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine
• CAS No.: 859833-21-9
• Molecular Formula: C18H28 B N O2
• Molecular Weight: 301.237
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10585939
• Nikkaji Number: J2.927.910A
• Wikidata: Q82477959
• Mol file: 859833-21-9.mol

Synonyms:859833-21-9;1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine;1-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperidine;3-(Piperidin-1-ylmethyl)phenylboronic acid, pinacol ester;1-[[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]piperidine;3-(Piperidin-1-ylmethyl)phenylboronic acid pinacol ester;1-{[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}piperidine;3-((Piperidine)methyl) phenylboronic acid pinacol ester;Piperidine,1-[[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]-;SCHEMBL1641031;DTXSID10585939;MFCD08435871;AKOS016845922;AS-2757;D-FRUCTOSE-6-PHOSPHATEBARIUMSALT;CS-0175664;D71735;A841519

Chemical Property of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine

Chemical Property:

• Vapor Pressure: 1.12E-06mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 402.2°C at 760 mmHg
• PKA: 9.04±0.10(Predicted)
• Flash Point: 197°C
• PSA: 21.70000
• Density: 1.03g/cm³
• LogP: 2.90960
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 301.2213093
• Heavy Atom Count: 22
• Complexity: 363

Purity/Quality:

97% ^*data from raw suppliers

3-((Piperidine)methyl)phenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)CN3CCCCC3

Technology Process of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine

There total 9 articles about 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine 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: 100.0%

piperidine (110-89-4) + 2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane (214360-74-4) → 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine (859833-21-9)

Guidance literature:

With PS-NMM; In tetrahydrofuran; at 150 ℃; for 0.5h; Microwave irradiation; in air;

DOI:10.1021/co100011g

Reference yield: 91.0%

1-(3-bromobenzyl)piperidine (59507-40-3) + 2,3-dimethyl-2,3-butane diol (76-09-5) + Trimethyl borate (121-43-7,63156-11-6) → 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine (859833-21-9)

Guidance literature:

1-(3-bromobenzyl)piperidine; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; Flow reactor;

Trimethyl borate; In tetrahydrofuran; hexane; at 0 ℃; for 0.0333333h; Flow reactor;

2,3-dimethyl-2,3-butane diol; In diethyl ether; for 0.0166667h;

DOI:10.1002/ejoc.201901729

Reference yield: 79.0%

piperidine (110-89-4) + (3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)methanol (443776-76-9) → 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine (859833-21-9)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/ol402271a

upstream raw materials:

piperidine

2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane

1-(3-bromobenzyl)piperidine

bis(pinacol)diborane

Downstream raw materials:

N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(3-(piperidin-1-ylmethyl)phenyl)quinazolin-4-amine

N-(3’-(piperidin-1-ylmethyl)-[1,1’-biphenyl]-4-yl)sulfonyl-N’-(5-ethoxycarbonylthiazol-2-yl)piperazine