| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1350181 | Tetrahedron: Asymmetry | 2008 | 11 Pages |
Mosher’s acid (2-methoxy-2-phenyl-2-trifluoromethylacetic acid) was resolved by parallel resolution of its corresponding pentafluorophenyl active ester using a quasi-enantiomeric combination of oxazolidin-2-ones.
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(S)-Pentafluorophenyl 2-phenyl-2-methoxy-2-trifluoromethyl acetateC16H8F8O3Ee >98%[α]D20=-47.1 (c 1.22, CHCl3)Source of chirality: chiral poolAbsolute configuration: (S)
(2S,4R)-3-(2-Phenyl-2-methoxy-2-trifluoroethanonyl)-4-phenyl-oxazolidin-2-oneC19H16F3NO4De >98%; Ee >98%[α]D20=-17.4 (c 1.4, CHCl3)Source of chirality: chiral poolAbsolute configuration: (S,R)
(2R,4R)-3-(2-Phenyl-2-methoxy-2-trifluoroethanonyl)-4-phenyl-oxazolidin-2-oneC19H16F3NO4De >98%; Ee >98%[α]D20=+136.4 (c 1.07, CHCl3)Source of chirality: chiral poolAbsolute configuration: (R,R)
(2S,4S)-3-(2-Phenyl-2-methoxy-2-trifluoroethanonyl)-4,5,5-triphenyl-oxazolidin-2-oneC31H24F3NO4De >98%; Ee >98%[α]D20=-232.4 (c 1.05, CHCl3)Source of chirality: chiral poolAbsolute configuration: (S,S)
(2S,4R)-3-[2-(4-Isobutylphenyl)propionyl]-4-phenyl-oxazolidin-2-oneC22H25NO3De >98%; Ee >98%[α]D20=+118.7 (c 6.0, CHCl3)Source of chirality: chiral poolAbsolute configuration: (S,R)
(2S,4S)-3-[2-(4-Isobutylphenyl)propionyl]-4-phenyl-oxazolidin-2-oneC22H25NO3De >98%; Ee >98%[α]D20=+156.5 (c 3.5, CHCl3)Source of chirality: chiral poolAbsolute configuration: (S,S)
(2S,4R)-N-(2-Hydroxy-1-phenylethyl)-2-phenyl-2-methoxy-2-trifluoromethylacetamideC18H18F3NO3De >98%; Ee >98%[α]D20=-42.8 (c 1.1, EtOH)Source of chirality: chiral poolAbsolute configuration: (S,R)
(2R,4S)-N-(2-Hydroxy-1,2,2-triphenylethyl)-2-phenyl-2-methoxy-2-trifluoromethylacetamideC30H26F3NO3De >98%; Ee >98%[α]D20=-132.0 (c 1.6, CHCl3)Source of chirality: chiral poolAbsolute configuration: (R,S)
(S)-2-Phenyl-2-methoxy-2-trifluoromethyl acetic acidC10H9F3O3Ee >95%[α]D20=-65.0 (c 0.4, CHCl3)Source of chirality: chiral poolAbsolute configuration: (S)
(2R,4S)-3-(2-Phenyl-2-methoxy-2-trifluoroethanonyl)-4,5,5-triphenyl-oxazolidin-2-oneC31H24F3NO4De >98%; Ee >98%[α]D20=-2.7 (c 0.9, CHCl3)Source of chirality: chiral poolAbsolute configuration: (R,S)
(2S,2R)-(2-Phenyl-2-methoxy-2-trifluoroethanonyl) {2-[(butoxycarbonyl)oxy]-2-phenylethyl} carbamateC23H26F3NO5De >98%; Ee >98%[α]D20=-19.2 (c 3.9, CHCl3)Source of chirality: chiral poolAbsolute configuration: (S,R)
(R)-Butyl 2-phenyl-2-methoxy-2-trifluoromethyl acetateC14H17F3O3Ee >98%[α]D20=+48.0 (c 5.8, CHCl3)Source of chirality: chiral poolAbsolute configuration: (R)
