Tributyl[5-(2-phenylethyl)furan-2-YL]stannane

Base Information

• Chemical Name: Tributyl[5-(2-phenylethyl)furan-2-YL]stannane
• CAS No.: 118486-96-7
• Molecular Formula: C24H38OSn
• Molecular Weight: 461.275
• DSSTox Substance ID: DTXSID00554492
• Mol file: 118486-96-7.mol

Synonyms:118486-96-7;TRIBUTYL[5-(2-PHENYLETHYL)FURAN-2-YL]STANNANE;DTXSID00554492

Chemical Property of Tributyl[5-(2-phenylethyl)furan-2-YL]stannane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 462.194468
• Heavy Atom Count: 26
• Complexity: 328

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CC=C(O1)CCC2=CC=CC=C2

Technology Process of Tributyl[5-(2-phenylethyl)furan-2-YL]stannane

There total 1 articles about Tributyl[5-(2-phenylethyl)furan-2-YL]stannane 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: 72.0%

2-(2-phenylethyl)furan (36707-30-9) + tributyltin chloride (1461-22-9) → 2-phenylethyl-5-tributylstannylfuran (118486-96-7)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; to a stirred THF soln. of the furan and TMEDA n-BuLi in hexane added dropwise (-78°C), stirred (2 h, -40 to -20°C), cooled (-78°C), Bu3SnCl added dropwise (30 min), warmed (room temp.), stirred overnight; quenched (cold water), extracted (ether), washed (satd. NaHCO3), dried (MgSO4), concentrated (vac.), residue passed through a short alumina plug (hexane), solvent removed;

DOI:10.1246/bcsj.65.2366

Reference yield: 55.0%

lead(IV) tetraacetate (546-67-8) + 2-phenylethyl-5-tributylstannylfuran (118486-96-7) → 5-acetoxy-5-phenylethyl-2(5H)-furanone (118486-99-0)

Guidance literature:

In dichloromethane; for 72h; Ambient temperature;

DOI:10.1246/bcsj.65.2366

Reference yield:

2-phenylethyl-5-tributylstannylfuran (118486-96-7) → 5-phenethylidene-2(5H)-furanone (118487-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / CH₂Cl₂ / 32 h / Heating

2: 43 percent / cc. H₂SO₄ / acetic acid; acetic anhydride / 80 °C

With sulfuric acid; In dichloromethane; acetic anhydride; acetic acid;

DOI:10.1039/c39880000560

upstream raw materials:

2-(2-phenylethyl)furan

tributyltin chloride

Downstream raw materials:

5-acetoxy-5-phenylethyl-2(5H)-furanone

5-phenethylidene-2(5H)-furanone