Laurefucin

Base Information

• Chemical Name: Laurefucin
• CAS No.: 36431-73-9
• Molecular Formula: C15H21BrO3
• Molecular Weight: 329.2294
• NSC Number: 288407
• Mol file: 36431-73-9.mol

Synonyms:6-bromo-5-ethylhexahydro-alpha-(2-penten-4-ynyl)-2H-furo(3,2-b)pyran-2-methanol;laurefucin

Chemical Property of Laurefucin

Chemical Property:

• Vapor Pressure: 5.1E-09mmHg at 25°C
• Boiling Point: 425.4°Cat760mmHg
• Flash Point: 211.1°C
• PSA: 38.69000
• Density: 1.296g/cm³
• LogP: 2.41530
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 328.06741
• Heavy Atom Count: 19
• Complexity: 373

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(CC(C2CC(O1)C(O2)CC=CC#C)O)Br
• Isomeric SMILES: CCC1C(CC(C2CC(O1)C(O2)C/C=C/C#C)O)Br

Technology Process of Laurefucin

There total 2 articles about Laurefucin 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%

C14H21BrO4 (1093122-11-2) + diazomethyl-trimethyl-silane (18107-18-1) → Laurefucin (36431-73-9)

Guidance literature:

diazomethyl-trimethyl-silane; With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

C₁₄H₂₁BrO₄; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1021/ja806304s

Reference yield: 1.3%

Deacetyllaurencin (3352-02-1) → Laureoxanyne (125428-09-3) + Laurefucin (36431-73-9)

Guidance literature:

With phosphate buffer; dihydrogen peroxide; sodium bromide; In dimethyl sulfoxide; at 20 ℃; for 24h; bromoperoxidase;

DOI:10.1246/cl.1994.2307

upstream raw materials:

Deacetyllaurencin

C₁₄H₂₁BrO₄

diazomethyl-trimethyl-silane

Refernces

• 1、 Fukuzawa, Akio,Aye, Mya,Takasugi, Yasunori,Nakamura, Masao,Tamura, Mamoru,Murai, Akio. "Enzymatic Bromo-ether Cyclization of Laurediols with Bromoperoxidase". . p. 2307 - 2310. Retrieved 2007/10/02.