(2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

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Chemical Name:(2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol
CAS No.:946398-79-4
Molecular Formula:C₂₁H₂₁F₇N₂O₄S
Molecular Weight:530.464
Hs Code.:

Synonyms:(2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

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Chemical Property of (2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

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Technology Process of (2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

There total 2 articles about (2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol 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: 77.0%

: 946399-94-6
(R)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methyl-1-(3-(3,3,3-trifluoroprop-1-en-2-yl)phenylsulfonyl)piperazine

: 946398-79-4
(2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

: 946398-80-7
(2R)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

Guidance literature:: With methanesulfonamide; AD-mix-α:; hydroquinidein 1,4-phthalazinediyl diether; In tert-butyl alcohol; at 0 ℃; for 48h;
DOI:10.1021/jo200958a

Reference yield:

: 75336-86-6
(2R)-methylpiperazine

: 946398-79-4
(2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

: 946398-80-7
(2R)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

3: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / dimethyl sulfoxide / 16 h / 100 °C / Inert atmosphere

4: palladium diacetate; sodium carbonate; triphenylphosphine / tetrahydrofuran; water / 24 h / 60 °C / 827.46 Torr / Sealed tube

5: AD-mix-α:; methanesulfonamide; hydroquinidein 1,4-phthalazinediyl diether / tert-butyl alcohol / 48 h / 0 °C

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; methanesulfonamide; AD-mix-α:; potassium acetate; palladium diacetate; sodium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydroquinidein 1,4-phthalazinediyl diether; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium t-butanolate; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol; 1: Buchwald amination / 3: Suzuki coupling / 5: Sharpless dihydroxylation;
DOI:10.1021/jo200958a

Reference yield:

: 946398-79-4
(2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol

: C₂₁H₁₉F₇N₂O₃S

Guidance literature:: (2S)-3,3,3-trifluoro-2-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]propane-1,2-diol; With sodium hydroxide; In tetrahydrofuran; water;

With p-toluenesulfonyl chloride; In tetrahydrofuran; tert-butyl methyl ether; water; at 5 - 20 ℃; for 2.5h;
DOI:10.1021/jo200958a