dioxirane and 4-methoxycinnamic-acid

dioxirane has been researched along with 4-methoxycinnamic-acid* in 1 studies

Other Studies

1 other study(ies) available for dioxirane and 4-methoxycinnamic-acid

Article	Year
A practical procedure for the large-scale preparation of methyl (2R,3S)-3-(4-methoxyphenyl)glycidate, a key intermediate for diltiazem. The Journal of organic chemistry, 2002, Jun-28, Volume: 67, Issue:13 A practical synthesis of methyl (2R,3S)-3-(4-methoxyphenyl)glycidate (-)-2, a key intermediate for diltiazem (1), was developed. Treatment of methyl (E)-4-methoxycinnamate 3 with chiral dioxirane, generated from chiral ketone 4, provided (-)-2 in 77% ee and 89% yield. The crude mixture of (-)-2 and 4 was efficiently separated by the use of novel and simple equipment performing a lipase-catalyzed transesterification and a continuous dissolution and crystallization to furnish the optically pure (-)-2 and recovery of 4 in 74% and 91% yield, respectively. Topics: Catalysis; Chemistry, Organic; Chromatography, High Pressure Liquid; Cinnamates; Diltiazem; Epoxy Compounds; Esterification; Lipase; Magnetic Resonance Spectroscopy; Molecular Structure; Propionates; Stereoisomerism	2002

Article

Year

A practical procedure for the large-scale preparation of methyl (2R,3S)-3-(4-methoxyphenyl)glycidate, a key intermediate for diltiazem.

The Journal of organic chemistry, 2002, Jun-28, Volume: 67, Issue:13

A practical synthesis of methyl (2R,3S)-3-(4-methoxyphenyl)glycidate (-)-2, a key intermediate for diltiazem (1), was developed. Treatment of methyl (E)-4-methoxycinnamate 3 with chiral dioxirane, generated from chiral ketone 4, provided (-)-2 in 77% ee and 89% yield. The crude mixture of (-)-2 and 4 was efficiently separated by the use of novel and simple equipment performing a lipase-catalyzed transesterification and a continuous dissolution and crystallization to furnish the optically pure (-)-2 and recovery of 4 in 74% and 91% yield, respectively.

Topics: Catalysis; Chemistry, Organic; Chromatography, High Pressure Liquid; Cinnamates; Diltiazem; Epoxy Compounds; Esterification; Lipase; Magnetic Resonance Spectroscopy; Molecular Structure; Propionates; Stereoisomerism

2002