trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ⁶,1'-[1,2]thiazetidine] 1-oxide

Base Information

• Chemical Name: trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ⁶,1'-[1,2]thiazetidine] 1-oxide
• CAS No.: 910110-29-1
• Molecular Formula: C₂₅H₁₅F₁₂NO₂S
• Molecular Weight: 621.446

Synonyms:trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ⁶,1'-[1,2]thiazetidine] 1-oxide

Chemical Property of trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ⁶,1'-[1,2]thiazetidine] 1-oxide

Chemical Property:

Purity/Quality:

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Technology Process of trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ⁶,1'-[1,2]thiazetidine] 1-oxide

There total 5 articles about trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ⁶,1'-[1,2]thiazetidine] 1-oxide 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: 15.0%

(1RS,4'SR)-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ4,1'-[1,2]thiazetidine] → trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ6,1'-[1,2]thiazetidine] 1-oxide (910110-29-1)

Guidance literature:

With ruthenium tetroxide; In tetrachloromethane; at -10 ℃; for 5h;

DOI:10.1021/ol0618499

Reference yield:

2-phenylamino-1-phenyl-3,3,3-trifluoro-2-(trifluoromethyl)propyl 2-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl sulfide (910110-25-7) → trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ6,1'-[1,2]thiazetidine] 1-oxide (910110-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 15 percent / mCPBA / CHCl₃ / 0.08 h / 20 °C

2: 15 percent / RuO₄ / CCl₄ / 5 h / -10 °C

With ruthenium tetroxide; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; chloroform;

DOI:10.1021/ol0618499

Reference yield:

2-[1-t-butyldimethylsiloxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl 3,3,3-trifluoro-1-phenyl-2-phenylamino-2-(trifluoromethyl)propyl sulfide (910110-24-6) → trans-2',4'-diphenyl-3,3,3',3'-tetrakis(trifluoromethyl)-3H-spiro[[2,1]benzoxathiole-1λ6,1'-[1,2]thiazetidine] 1-oxide (910110-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / n-Bu₄NF / tetrahydrofuran / 0.5 h / 0 °C

2: 15 percent / mCPBA / CHCl₃ / 0.08 h / 20 °C

3: 15 percent / RuO₄ / CCl₄ / 5 h / -10 °C

With ruthenium tetroxide; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; tetrachloromethane; chloroform;

DOI:10.1021/ol0618499

upstream raw materials:

2-phenylamino-1-phenyl-3,3,3-trifluoro-2-(trifluoromethyl)propyl 2-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl sulfide

2-[1-t-butyldimethylsiloxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl 3,3,3-trifluoro-1-phenyl-2-phenylamino-2-(trifluoromethyl)propyl sulfide

N-(hexafluoroisopropylidene)aniline

[1-(2-Benzylsulfanyl-phenyl)-2,2,2-trifluoro-1-trifluoromethyl-ethoxy]-tert-butyl-dimethyl-silane

Downstream raw materials:

N-(1,1,1,3,3,3-hexafluoropropyl)aniline

benzaldehyde

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