(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one

Base Information

Chemical Name:(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one
CAS No.:1532540-50-3
Molecular Formula:C₁₇H₁₈F₃NO₄
Molecular Weight:357.329
Hs Code.:

Synonyms:(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one

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Chemical Property of (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one

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Technology Process of (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one

There total 2 articles about (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one 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: 75.0%

: 107-02-8,25068-14-8
acrolein

: 669074-41-3
(S)-4-benzyl-3-(4,4,4-trifluorobutanoyl)oxazolidin-2-one

: 1532540-50-3
(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one

Guidance literature:: (S)-4-benzyl-3-(4,4,4-trifluorobutanoyl)oxazolidin-2-one; With titanium tetrachloride; (-)-sparteine; In dichloromethane; at 0 ℃; for 0.416667h; Inert atmosphere; Schlenk technique;

acrolein; In dichloromethane; at 0 ℃; for 3h; diastereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1055/s-0033-1339755

Reference yield:

: 107-02-8,25068-14-8
acrolein

: 669074-41-3
(S)-4-benzyl-3-(4,4,4-trifluorobutanoyl)oxazolidin-2-one

: 1532540-50-3
(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one

: C₁₈H₂₀F₃NO₄

Guidance literature:: (S)-4-benzyl-3-(4,4,4-trifluorobutanoyl)oxazolidin-2-one; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

acrolein; In dichloromethane; at -78 - 0 ℃; Reagent/catalyst; Overall yield = 58 %; diastereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1055/s-0033-1339755

Reference yield: 84.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 1532540-50-3
(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2-(3,3,3-trifluoropropyl)pent-4-enoyl]oxazolidin-2-one

: 1532540-62-7
(4S)-4-benzyl-3-{(2S,3R)-3-[(tert-butyldimethylsilyl)oxy]-2-(2,2,2-trifluoroethyl)pent-4-enoyl}oxazolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere; Schlenk technique;
DOI:10.1055/s-0033-1339755