Preparation of phenolic paclitaxel metabolites

Haeil Park; Michael Hepperle; Thomas C. Boge; Richard H. Himes; Gunda I. Georg

doi:10.1021/jm960142x

Preparation of phenolic paclitaxel metabolites

Haeil Park
, Michael Hepperle
, Thomas C. Boge
, Richard H. Himes
, Gunda I. Georg

Medicinal Chemistry

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

14 Scopus citations

Abstract

The synthesis and biological evaluation of the two known phenolic metabolites of paclitaxel are described. The C3'-phenolic metabolite 2 of paclitaxel was prepared from 7-(triethylsilyl)-baccatin III (8) and enantioenriched N-benzoyl-2-azetidinone 7. The C2-phenolic metabolite 3 was synthesized from paclitaxel (1a) via selective C2 debenzoylation and reacylation.

Original language	English (US)
Pages (from-to)	2705-2709
Number of pages	5
Journal	Journal of medicinal chemistry
Volume	39
Issue number	14
DOIs	https://doi.org/10.1021/jm960142x
State	Published - Jul 5 1996

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title = "Preparation of phenolic paclitaxel metabolites",

abstract = "The synthesis and biological evaluation of the two known phenolic metabolites of paclitaxel are described. The C3'-phenolic metabolite 2 of paclitaxel was prepared from 7-(triethylsilyl)-baccatin III (8) and enantioenriched N-benzoyl-2-azetidinone 7. The C2-phenolic metabolite 3 was synthesized from paclitaxel (1a) via selective C2 debenzoylation and reacylation.",

author = "Haeil Park and Michael Hepperle and Boge, \{Thomas C.\} and Himes, \{Richard H.\} and Georg, \{Gunda I.\}",

year = "1996",

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language = "English (US)",

volume = "39",

pages = "2705--2709",

journal = "Journal of medicinal chemistry",

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T1 - Preparation of phenolic paclitaxel metabolites

AU - Park, Haeil

AU - Hepperle, Michael

AU - Boge, Thomas C.

AU - Himes, Richard H.

AU - Georg, Gunda I.

PY - 1996/7/5

Y1 - 1996/7/5

N2 - The synthesis and biological evaluation of the two known phenolic metabolites of paclitaxel are described. The C3'-phenolic metabolite 2 of paclitaxel was prepared from 7-(triethylsilyl)-baccatin III (8) and enantioenriched N-benzoyl-2-azetidinone 7. The C2-phenolic metabolite 3 was synthesized from paclitaxel (1a) via selective C2 debenzoylation and reacylation.

AB - The synthesis and biological evaluation of the two known phenolic metabolites of paclitaxel are described. The C3'-phenolic metabolite 2 of paclitaxel was prepared from 7-(triethylsilyl)-baccatin III (8) and enantioenriched N-benzoyl-2-azetidinone 7. The C2-phenolic metabolite 3 was synthesized from paclitaxel (1a) via selective C2 debenzoylation and reacylation.

UR - https://www.scopus.com/pages/publications/0030004014

UR - https://www.scopus.com/pages/publications/0030004014#tab=citedBy

U2 - 10.1021/jm960142x

DO - 10.1021/jm960142x

M3 - Article

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AN - SCOPUS:0030004014

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VL - 39

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EP - 2709

JO - Journal of medicinal chemistry

JF - Journal of medicinal chemistry

IS - 14

ER -

Preparation of phenolic paclitaxel metabolites

Abstract

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