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

Base Information

• Chemical Name: 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)pyrrolidine
• CAS No.: 884507-45-3
• Molecular Formula: C17H26 B N O2
• Molecular Weight: 287.21
• Hs Code.: 2934999090
• European Community (EC) Number: 641-329-5
• DSSTox Substance ID: DTXSID30594624
• Wikidata: Q82489520
• Mol file: 884507-45-3.mol

Synonyms:884507-45-3;1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)pyrrolidine;3-(Pyrrolidinomethyl)phenylboronic acid, pinacol ester;1-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]pyrrolidine;1-[[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]pyrrolidine;1-{[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}pyrrolidine;3-(Pyrrolidinomethyl)phenylboronic acid pinacol ester;SCHEMBL1356694;3-((Pyrrolidine)methyl)phenylboronic acid pinacol ester;DTXSID30594624;1-{[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}pyrrolidine;MFCD08741425;AKOS016001011;AS-2756;DB-077305;CS-0175663;E90168;EN300-1266339;A862178;3-[(Pyrrolidin-1-yl)methyl]benzeneboronic acid, pinacol ester

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

Chemical Property:

• Vapor Pressure: 3.56E-06mmHg at 25°C
• Boiling Point: 386.4°C at 760 mmHg
• Flash Point: 187.5°C
• PSA: 21.70000
• Density: 1.04g/cm³
• LogP: 2.51950
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 287.2056592
• Heavy Atom Count: 21
• Complexity: 350

Purity/Quality:

97% ^*data from raw suppliers

3-((Pyrrolidine)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)CN3CCCC3

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

There total 4 articles about 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)pyrrolidine 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%

pyrrolidine (123-75-1) + 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)pyrrolidine (884507-45-3)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 50 ℃; for 2h; Inert atmosphere;

Reference yield: 78.0%

pyrrolidine (123-75-1) + (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)pyrrolidine (884507-45-3)

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

Reference yield:

[3-(hydroxymethyl)phenyl]boronic acid (87199-15-3) → 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)pyrrolidine (884507-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 2 h / Dean-Stark; Reflux; Inert atmosphere

2: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; bis[2-(diphenylphosphino)phenyl] ether; sodium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 155 °C / Inert atmosphere; Reflux

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; toluene;

DOI:10.1021/ol402271a

upstream raw materials:

pyrrolidine

(3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)methanol

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

[3-(hydroxymethyl)phenyl]boronic acid