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

Base Information

• Chemical Name: 2-(2,5-Dihydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 212127-80-5
• Molecular Formula: C10H17BO3
• Molecular Weight: 196.054
• Hs Code.: 2934999090
• European Community (EC) Number: 818-663-7
• DSSTox Substance ID: DTXSID80446407
• Nikkaji Number: J994.253J
• Wikidata: Q82265035
• Mol file: 212127-80-5.mol

Synonyms:212127-80-5;2-(2,5-dihydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2,5-Dihydrofuran-3-boronic acid pinacol ester;MFCD16996209;(2,5-DIHYDROFURAN-3-YL)BORONIC ACID PINACOL ESTER;2-(2,5-Dihydro-3-furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2,5-Dihydrofuran-3-boronic acid,pinacol ester;SCHEMBL1586037;DTXSID80446407;AMY18438;BCP32087;AKOS016005675;AB71608;AS-51141;SY059311;CS-0052307;FT-0715592;EN300-257047;P11978;2,5-Dihydrofuran-3-ylboronic acid pinacol ester;A879199;Z1255444948;2-(2,5-dihydro-furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

Chemical Property:

• Boiling Point: 216.8±50.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 1.57440
• Storage Temp.: Sealed in dry,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

2-(2,5-Dihydro-3-furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*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=CCOC2
• Uses: 2-(2,5-Dihydro-3-furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is derived from 3-Oxotetrahydrofuran (O870480), which is a reagent in the preparation of dihydropteridinone which are orally active Polo-like kinase-2 (Plk-2) inhibitors.

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

There total 1 articles about 2-(2,5-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: 85.0%

2-[3-(allyloxy)prop-1-en-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (212127-71-4) → 2-(2,5-dihydrofuran- 3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (212127-80-5)

Guidance literature:

Grubbs catalyst first generation; In benzene; room temp., 5.25 h;

DOI:10.1021/ja980958i

Reference yield: 76.0%

5-bromo-3-iodo-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (875639-15-9) + 2-(2,5-dihydrofuran- 3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (212127-80-5) → 5-bromo-3-(2,5-dihydrofuran-3-yl)-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

Guidance literature:

5-bromo-3-iodo-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine; 2-(2,5-dihydrofuran- 3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; Inert atmosphere;

With formic acid; In 1,4-dioxane; water;

Reference yield: 73.0%

2-(2,5-dihydrofuran- 3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (212127-80-5) + methyl 2-(2-bromo-5-fluorophenyl)acetate (1069115-12-3) → methyl 2-(2-(2,5-dihydrofuran-3-yl)-5-fluorophenyl)acetate

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 2h; Inert atmosphere;

upstream raw materials:

2-[3-(allyloxy)prop-1-en-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

C₁₈H₂₀FN₃O₃

(S)-2-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)benzylamino)-5-(2,5-dihydrofuran-3-yl)-N-(1-(4-fluorophenyl)ethyl)nicotinamide

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