Enantioselective high-performance liquid chromatography of chiral intermediates in the total synthesis of 4-demethoxydaunomycinone

Grzegorz Grynkiewicz; Joanna Zagrodzka; Waldemar Priebe

doi:10.1016/S0021-9673(98)00885-1

Enantioselective high-performance liquid chromatography of chiral intermediates in the total synthesis of 4-demethoxydaunomycinone

Grzegorz Grynkiewicz
, Joanna Zagrodzka
, Waldemar Priebe

Experimental Therapeutics

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

Ten pairs of chiral intermediates from the total synthesis of 4-demethoxydaunomycinone (aglycone of important anticancer drug Idarubicine and some new drugs under development) have been separated on the same chiral stationary phase, offering an excellent method for rigorous in-process monitoring of enantiomeric purity. Stereoselective HPLC of these intermediates have not been reported before, even for diastereoisomeric imines at the crucial step of synthesis, resulting in enantiomeric resolution. Copyright (C) 1999 Elsevier Science B.V.

Original language	English (US)
Pages (from-to)	191-195
Number of pages	5
Journal	Journal of Chromatography A
Volume	830
Issue number	1
DOIs	https://doi.org/10.1016/S0021-9673(98)00885-1
State	Published - Jan 8 1999

Keywords

4-Demethoxydaunomycinone
Enantiomer separation

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Organic Chemistry

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10.1016/S0021-9673(98)00885-1

Cite this

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title = "Enantioselective high-performance liquid chromatography of chiral intermediates in the total synthesis of 4-demethoxydaunomycinone",

abstract = "Ten pairs of chiral intermediates from the total synthesis of 4-demethoxydaunomycinone (aglycone of important anticancer drug Idarubicine and some new drugs under development) have been separated on the same chiral stationary phase, offering an excellent method for rigorous in-process monitoring of enantiomeric purity. Stereoselective HPLC of these intermediates have not been reported before, even for diastereoisomeric imines at the crucial step of synthesis, resulting in enantiomeric resolution. Copyright (C) 1999 Elsevier Science B.V.",

keywords = "4-Demethoxydaunomycinone, Enantiomer separation",

author = "Grzegorz Grynkiewicz and Joanna Zagrodzka and Waldemar Priebe",

note = "Funding Information: Partial support of this work from II Maria Sk{\l}odowska-Curie Fund is gratefuly acknowledged. The authors are grateful to Drs Lukasz Kaczmarek and Izabela Fokt for furnishing us with samples from their independent syntheses.",

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doi = "10.1016/S0021-9673(98)00885-1",

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TY - JOUR

T1 - Enantioselective high-performance liquid chromatography of chiral intermediates in the total synthesis of 4-demethoxydaunomycinone

AU - Grynkiewicz, Grzegorz

AU - Zagrodzka, Joanna

AU - Priebe, Waldemar

N1 - Funding Information: Partial support of this work from II Maria Skłodowska-Curie Fund is gratefuly acknowledged. The authors are grateful to Drs Lukasz Kaczmarek and Izabela Fokt for furnishing us with samples from their independent syntheses.

PY - 1999/1/8

Y1 - 1999/1/8

N2 - Ten pairs of chiral intermediates from the total synthesis of 4-demethoxydaunomycinone (aglycone of important anticancer drug Idarubicine and some new drugs under development) have been separated on the same chiral stationary phase, offering an excellent method for rigorous in-process monitoring of enantiomeric purity. Stereoselective HPLC of these intermediates have not been reported before, even for diastereoisomeric imines at the crucial step of synthesis, resulting in enantiomeric resolution. Copyright (C) 1999 Elsevier Science B.V.

AB - Ten pairs of chiral intermediates from the total synthesis of 4-demethoxydaunomycinone (aglycone of important anticancer drug Idarubicine and some new drugs under development) have been separated on the same chiral stationary phase, offering an excellent method for rigorous in-process monitoring of enantiomeric purity. Stereoselective HPLC of these intermediates have not been reported before, even for diastereoisomeric imines at the crucial step of synthesis, resulting in enantiomeric resolution. Copyright (C) 1999 Elsevier Science B.V.

KW - 4-Demethoxydaunomycinone

KW - Enantiomer separation

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U2 - 10.1016/S0021-9673(98)00885-1

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M3 - Article

AN - SCOPUS:0032898144

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VL - 830

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JO - Journal of Chromatography A

JF - Journal of Chromatography A

IS - 1

ER -

Enantioselective high-performance liquid chromatography of chiral intermediates in the total synthesis of 4-demethoxydaunomycinone

Abstract

Keywords

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