3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin

Base Information

• Chemical Name: 3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin
• CAS No.: 165404-89-7
• Molecular Formula: C₁₉H₂₅F₃O₂S₂Si
• Molecular Weight: 434.619
• Mol file: 165404-89-7.mol

Synonyms:3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin

Chemical Property of 3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin

There total 5 articles about 3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin 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: 37.0%

2-(trifluoromethyl)phenol (444-30-4) + 3-[(tert-butyldimethylsilyloxy)methyl]-6-(hydroxymethyl)-1,2-dithiin (165404-83-1) → 3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin (165404-89-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 5 ℃;

DOI:10.1021/jm00014a016

Reference yield:

ethyl acetate n-hexane + 2-(trifluoromethyl)phenol (444-30-4) + 3-[(tert-butyldimethylsilyloxy)methyl]-6-(hydroxymethyl)-1,2-dithiin (165404-83-1) + diethylazodicarboxylate (1972-28-7,218603-74-8) → 3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin (165404-89-7)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran;

Reference yield:

2,5-bis<(2-cyanoethyl)thio>-2,4-hexadiene-1,6-diol → 3-[(tert-butyldimethylsilyloxy)methyl]-6-[(2-trifluoromethylphenyloxy)methyl]-1,2-dithiin (165404-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 49.3 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

2: 1.) t-BuOK, 2.) aq. K₃FeCN₆ / 1.) eter, 11 min, 2.) eter, 12 min

3: 37 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 - 5 °C

With 1H-imidazole; potassium tert-butylate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00014a016

upstream raw materials:

2-(trifluoromethyl)phenol

3-[(tert-butyldimethylsilyloxy)methyl]-6-(hydroxymethyl)-1,2-dithiin

Hexa-2,4-diyne-1,6-diol

diethylazodicarboxylate

Refernces

• 1、 Bierer, Donald E.,Dener, Jeffrey M.,Dubenko, Larisa G.,Gerber, R. Eric,Litvak, Joane,et al.. "Nivel 1,2-Dithiins: Synthesis, Molecular Modeling Studies, and Antifungal Activity". . p. 2628 - 2648. Retrieved 2007/10/03.