2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.0^3,5]oct-2-yl ester

Base Information

• Chemical Name: 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.0^3,5]oct-2-yl ester
• CAS No.: 112882-03-8
• Molecular Formula: C₃₄H₂₆F₆O₆S₂
• Molecular Weight: 708.699
• Mol file: 112882-03-8.mol

Synonyms:

Chemical Property of 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.0^3,5]oct-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.0^3,5]oct-2-yl ester

There total 6 articles about 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.0^3,5]oct-2-yl ester 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: 61.0%

2,2,2-Trifluoro-1,1-diphenylethanesulfinyl chloride (112881-93-3) + 1,2:4,5-Dianhydro-muco-inosit (50473-95-5,50473-98-8,50473-99-9,50474-02-7,50474-08-3) → 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.03,5]oct-2-yl ester (112882-03-8,112965-57-8)

Guidance literature:

With 1-methyl-1H-imidazole; 0 deg C to room temp.;

DOI:10.1055/s-1987-28045

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.03,5]oct-2-yl ester (112882-03-8,112965-57-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) Mg / 1.) ether, 2.) reflux, 1 h

2: 1.) NaH / 1.) ether, room temp., 1 h, 2.) room temp., 70 h

3: 96 percent / H₂S, p-TsOH / various solvent(s) / 1 h / 60 °C

4: 96 percent / sulfuryl chloride / diethyl ether / 0.25 h / Ambient temperature

5: 100 percent / CF₃CO₃H / CH₂Cl₂ / 0 deg C, 1 h; room temp., 1 h

6: 61 percent / N-methylimidazole / 0 deg C to room temp.

With 1-methyl-1H-imidazole; sulfuryl dichloride; trifluoroacetyl peroxide; hydrogen sulfide; sodium hydride; toluene-4-sulfonic acid; magnesium; In diethyl ether; dichloromethane;

DOI:10.1055/s-1987-28045

Reference yield:

1,1-diphenyl-2,2,2-trifluoroethanol (379-18-0) → 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfinic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfinyloxy)-4,8-dioxa-tricyclo[5.1.0.03,5]oct-2-yl ester (112882-03-8,112965-57-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) ether, room temp., 1 h, 2.) room temp., 70 h

2: 96 percent / H₂S, p-TsOH / various solvent(s) / 1 h / 60 °C

3: 96 percent / sulfuryl chloride / diethyl ether / 0.25 h / Ambient temperature

4: 100 percent / CF₃CO₃H / CH₂Cl₂ / 0 deg C, 1 h; room temp., 1 h

5: 61 percent / N-methylimidazole / 0 deg C to room temp.

With 1-methyl-1H-imidazole; sulfuryl dichloride; trifluoroacetyl peroxide; hydrogen sulfide; sodium hydride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane;

DOI:10.1055/s-1987-28045

upstream raw materials:

2,2,2-Trifluoro-1,1-diphenylethanesulfinyl chloride

1,2:4,5-Dianhydro-muco-inosit

bromobenzene

1,1-diphenyl-2,2,2-trifluoroethanol

Downstream raw materials:

2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (1S,2R,3R,5S,6R,7R)-6-(2,2,2-trifluoro-1,1-diphenyl-ethanesulfonyloxy)-4,8-dioxa-tricyclo[5.1.0.0^3,5]oct-2-yl ester