Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1346404 | Tetrahedron: Asymmetry | 2011 | 6 Pages |
An efficient one-pot synthesis of novel β-amino ester derivatives containing a benzoxazol moiety has been developed by using cinchona alkaloid thioureas as the organocatalyst. The adducts were isolated in high enantiomeric excess and high yield.
Graphical abstractAn efficient one-pot synthesis of novel β-amino ester derivatives containing benzoxazol moiety has been developed by using cinchona alkaloid thiourea as the organocatalyst. The adducts were isolated in high enantiomeric excess and yield.Figure optionsDownload full-size imageDownload as PowerPoint slide
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(phenyl)methyl)malonateC21H21ClN2O5[α]D25=-12.2 (c 0.70, CHCl3)87.8% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(2-fluorophenyl)methyl)malonateC21H20ClFN2O5[α]D25=-15.0 (c 0.80, CHCl3)94.4% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(2-chlorophenyl)methyl)malonateC21H20Cl2N2O5[α]D25=-80.9 (c 0.77, CHCl3)90.5% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(cyclohexyl)methyl)malonateC21H27ClN2O5[α]D25=+48.5 (c 1.50, CHCl3)93.0% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(2,6-dichlorophenyl)methyl)malonateC21H19Cl3N2O5[α]D25=-78.1 (c 0.80, CHCl3)81.2% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(2,5-dimethoxyphenyl)methyl)malonateC23H25ClN2O7[α]D25=-41.7 (c 0.65, CHCl3)86.7% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(3-chlorophenyl)methyl)malonateC21H20Cl2N2O5[α]D25=+106.1 (c 0.85, CHCl3)89.3% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(1-((5-chlorobenzo[d]oxazol-2-yl)amino)butyl)malonateC18H23ClN2O5[α]D25=-42.6 (c 0.63, CHCl3)> 99% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Diethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(p-tolyl)methyl)malonateC22H23ClN2O5[α]D25=+45.8 (c 1.15, CHCl3)90.9% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Dimethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(cyclohexyl)methyl)malonateC19H23ClN2O5[α]D25=+51.7 (c 0.75, CHCl3)96.2% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Dimethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(3-fluorophenyl)methyl)malonateC19H16ClFN2O5[α]D25=+23.1 (c 1.00, CHCl3)89.0% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Dimethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(phenyl)methyl)malonateC19H17ClN2O5[α]D25=-34.9 (c 0.75, CHCl3)87.7% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Dimethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(2,6-dichlorophenyl)methyl)malonateC19H15Cl3N2O5[α]D25=-64.9 (c 0.90, CHCl3)92.7% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown
Dimethyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)(2-fluorophenyl)methyl)malonateC19H16ClFN2O5[α]D25=-12.6 (c 0.75, CHCl3)88.0% eeSource of chirality: asymmetric synthesisAbsolute configuration: unknown