4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine

Base Information

• Chemical Name: 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
• CAS No.: 364794-81-0
• Molecular Formula: C18H28BNO3
• Molecular Weight: 317.236
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20403317
• Wikidata: Q82206952
• Mol file: 364794-81-0.mol

Synonyms:364794-81-0;4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine;4-(2-Morpholinoethyl)phenylboronic acid, pinacol ester;4-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]morpholine;4-{2-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}morpholine;4-(2-Morpholinoethyl)phenylboronic acid pinacol ester;SCHEMBL586178;DTXSID20403317;OOGUDBLEQZQAGC-UHFFFAOYSA-N;MFCD04440855;AKOS016001588;AB20833;AS-7078;CS-0153859;FT-0703060;C74876;A874342;J-513408;4-{2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethyl}-morpholin;4-{2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethyl}-morpholine

Chemical Property of 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine

Chemical Property:

• PSA: 30.93000
• LogP: 1.79840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 317.2162239
• Heavy Atom Count: 23
• Complexity: 372

Purity/Quality:

97% ^*data from raw suppliers

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine 90+% ^*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)CCN3CCOCC3

Technology Process of 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine

There total 6 articles about 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine 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: 36.0%

bis(pinacol)diborane (73183-34-3) + (E)-N-[2-(4-Fluorophenyl)ethyl]morpholine → N-(2-phenethyl)morpholine (46346-12-7) + 4-{2-[4-(4,4,5,5-tetramethyl[1,3,2] dioxaborolan-2-yl)phenyl]ethyl}morpholine (364794-81-0)

Guidance literature:

With tetramethylammonium fluoride; 2-mercaptopyridine sodium salt; In acetonitrile; at 30 - 35 ℃; for 24h; Irradiation; Inert atmosphere;

DOI:10.1016/j.chempr.2021.04.016

Reference yield: 24.0%

4-[2-(4-bromophenyl)ethyl]morpholine (736991-39-2) + bis(pinacol)diborane (73183-34-3) → 4-{2-[4-(4,4,5,5-tetramethyl[1,3,2] dioxaborolan-2-yl)phenyl]ethyl}morpholine (364794-81-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jacs.7b03131

Reference yield:

bis(pinacol)diborane (73183-34-3) + 4-[2-(4-iodophenyl)ethyl]morpholine (100839-46-1) → 4-{2-[4-(4,4,5,5-tetramethyl[1,3,2] dioxaborolan-2-yl)phenyl]ethyl}morpholine (364794-81-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide;

DOI:10.1016/S0960-894X(02)00577-2

upstream raw materials:

bis(pinacol)diborane

4-[2-(4-iodophenyl)ethyl]morpholine

(4-iodophenyl)acetic acid

2-(4-iodophenyl)-1-morpholin-4-ylethanone

Downstream raw materials:

(E)-3-{1-[4'-(2-morpholin-4-yl-ethyl)-biphenyl-3-sulfonyl]-1H-pyrrol-3-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide

3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-5-[4-(2-morpholin-4-ylethyl)phenyl]pyridin-2-ylamine

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