2-(4,5-Dihydrofuran-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4,5-Dihydrofuran-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1046812-03-6
• Molecular Formula: C10H17BO3
• Molecular Weight: 196.05118
• Hs Code.: 2932190090
• European Community (EC) Number: 804-986-0
• DSSTox Substance ID: DTXSID20682266
• Nikkaji Number: J2.588.636D
• Wikidata: Q82606579
• Mol file: 1046812-03-6.mol

Synonyms:1046812-03-6;2-(4,5-DIHYDROFURAN-3-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4,5-Dihydrofuran-3-Boronic Acid Pinacol Ester;2-(2,3-dihydrofuran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;SCHEMBL12539497;DTXSID20682266;NVQMFAGDOWSMOK-UHFFFAOYSA-N;2-(4,5-dihydro-3-furanyl)-4,4,5,5-tetramethyl-1,3,2-Dioxaborolane;MFCD13182120;AKOS006336745;AB66708;BS-23193;CS-0100813;FT-0753614;C90130;A896181;2-(2,3-Dihydrofuran-4-yl)-4,4,5,5-tetramethyl-2-bora-1,3-dioxolane

Chemical Property of 2-(4,5-Dihydrofuran-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 199.5±50.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 1.92200
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.1270746
• Heavy Atom Count: 14
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

4,5-Dihydrofuran-3-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=COCC2
• Uses: 4,5-Dihydrofuran-3-boronic Acid Pinacol Ester is a useful reagent in iridium-catalyzed vinicylic C-H borylation.

Technology Process of 2-(4,5-Dihydrofuran-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about 2-(4,5-Dihydrofuran-3-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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:

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + bis(pinacol)diborane (73183-34-3) → 2-(4,5-dihydrofuran-3-yl)-4,4,5 ,5-tetramethyl-1,3,2-dioxaborolane (1046812-03-6) + 2,3-dihydro-5-furylboronic acid pinacol ester (1046812-02-5)

Guidance literature:

With 4,4'-di-tert-butyl-2,2'-bipyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In octane; at 80 ℃; for 8h; Title compound not separated from byproducts.;

DOI:10.1246/cl.2008.664

Reference yield:

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4,5-dihydrofuran-3-yl)-4,4,5 ,5-tetramethyl-1,3,2-dioxaborolane (1046812-03-6) + 2,3-dihydro-5-furylboronic acid pinacol ester (1046812-02-5)

Guidance literature:

With catalyst:(Ir(COD)OCH₃)2/2(4,4'-di-tert-butyl-bipy); In hexane; heating in hexane at 25-80°C in the presence of (Ir(OMe)(COD))2/2(4,4'-di-tert-butyl-bipy); (.alpha/β=49/51);

DOI:10.1246/bcsj.81.1535

Reference yield:

2-(4,5-dihydrofuran-3-yl)-4,4,5 ,5-tetramethyl-1,3,2-dioxaborolane (1046812-03-6) + 7-benzyl-8-chloro-1-methyl-4,6-dihydrobenzo[e][1,2,4]triazolo[3,4-c][1,4]oxazepine → 7-benzyl-8-(4,5-dihydrofuran-3-yl)-1-methyl-4,6-dihydrobenzo[e][1,2,4]triazolo[3,4-c][1,4]oxazepine

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; water; at 100 ℃; for 10h;

upstream raw materials:

2,3-dihydro-2H-furan

bis(pinacol)diborane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

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