A facile route to paclitaxel C-10 carbamates

Carlo Ballatore; Simon E. Aspland; Rosario Castillo; Joel Desharnais; Trisha Eustaquio; Chengzao Sun; Angelo J. Castellino; Amos B. Smith

doi:10.1016/j.bmcl.2005.03.072

A facile route to paclitaxel C-10 carbamates

Carlo Ballatore, Simon E. Aspland, Rosario Castillo, Joel Desharnais, Trisha Eustaquio, Chengzao Sun, Angelo J. Castellino, Amos B. Smith

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

Abstract

A general protocol for the synthesis of paclitaxel C-10 carbamates is described. The method entails MeI-mediated activation of 2′-O-TBS-7-O-TES- 10-O-deacetyl-paclitaxel-10-O-carbonylimidazole prior to reaction with amines. This method is effective for the synthesis of paclitaxel C-10 derivatives, including bifunctional molecules.

Original language	English (US)
Pages (from-to)	2477-2480
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	15
Issue number	10
DOIs	https://doi.org/10.1016/j.bmcl.2005.03.072
State	Published - May 16 2005
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2005.03.072

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author = "Carlo Ballatore and Aspland, {Simon E.} and Rosario Castillo and Joel Desharnais and Trisha Eustaquio and Chengzao Sun and Castellino, {Angelo J.} and Smith, {Amos B.}",

year = "2005",

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AU - Ballatore, Carlo

AU - Aspland, Simon E.

AU - Castillo, Rosario

AU - Desharnais, Joel

AU - Eustaquio, Trisha

AU - Sun, Chengzao

AU - Castellino, Angelo J.

AU - Smith, Amos B.

PY - 2005/5/16

Y1 - 2005/5/16

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AB - A general protocol for the synthesis of paclitaxel C-10 carbamates is described. The method entails MeI-mediated activation of 2′-O-TBS-7-O-TES- 10-O-deacetyl-paclitaxel-10-O-carbonylimidazole prior to reaction with amines. This method is effective for the synthesis of paclitaxel C-10 derivatives, including bifunctional molecules.

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SN - 0960-894X

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A facile route to paclitaxel C-10 carbamates

Abstract

ASJC Scopus subject areas

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