Synthesis of N-Propargyl Iminosugar Scaffolds for Compound Library Generation using Click Chemistry

Brendan Wilkinson; Laurent F Bornaghi; Marie Lopez; Peter C Healy; Sally-Ann Poulsen; Todd A Houston

doi:10.1071/ch09426

Synthesis of N-Propargyl Iminosugar Scaffolds for Compound Library Generation using Click Chemistry

Brendan Wilkinson
, Laurent F Bornaghi
, Marie Lopez
, Peter C Healy
, Sally-Ann Poulsen
, Todd A Houston

Chemistry

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

12 Citations (Scopus)

Abstract

We have developed an efficient synthesis of N-propargyl iminosugars for use in diversity-oriented library development. Through a common, crystalline intermediate both piperidine and azepane scaffolds can be prepared with an alkyne functional group, allowing for further elaboration through reaction with azides.

Original language	English
Pages (from-to)	821-829
Journal	Australian Journal of Chemistry
Volume	63
Issue number	5
DOIs	https://doi.org/10.1071/ch09426
Publication status	Published - 2010

Keywords

Organic Chemical Synthesis
Biologically Active Molecules
Medicinal and Biomolecular Chemistry

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10.1071/ch09426

https://hdl.handle.net/1959.11/22986

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title = "Synthesis of N-Propargyl Iminosugar Scaffolds for Compound Library Generation using Click Chemistry",

abstract = "We have developed an efficient synthesis of N-propargyl iminosugars for use in diversity-oriented library development. Through a common, crystalline intermediate both piperidine and azepane scaffolds can be prepared with an alkyne functional group, allowing for further elaboration through reaction with azides.",

keywords = "Organic Chemical Synthesis, Biologically Active Molecules, Medicinal and Biomolecular Chemistry",

author = "Brendan Wilkinson and Bornaghi, \{Laurent F\} and Marie Lopez and Healy, \{Peter C\} and Sally-Ann Poulsen and Houston, \{Todd A\}",

year = "2010",

doi = "10.1071/ch09426",

language = "English",

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journal = "Australian Journal of Chemistry",

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T1 - Synthesis of N-Propargyl Iminosugar Scaffolds for Compound Library Generation using Click Chemistry

AU - Wilkinson, Brendan

AU - Bornaghi, Laurent F

AU - Lopez, Marie

AU - Healy, Peter C

AU - Poulsen, Sally-Ann

AU - Houston, Todd A

PY - 2010

Y1 - 2010

N2 - We have developed an efficient synthesis of N-propargyl iminosugars for use in diversity-oriented library development. Through a common, crystalline intermediate both piperidine and azepane scaffolds can be prepared with an alkyne functional group, allowing for further elaboration through reaction with azides.

AB - We have developed an efficient synthesis of N-propargyl iminosugars for use in diversity-oriented library development. Through a common, crystalline intermediate both piperidine and azepane scaffolds can be prepared with an alkyne functional group, allowing for further elaboration through reaction with azides.

KW - Organic Chemical Synthesis

KW - Biologically Active Molecules

KW - Medicinal and Biomolecular Chemistry

U2 - 10.1071/ch09426

DO - 10.1071/ch09426

M3 - Article

SN - 0004-9425

VL - 63

SP - 821

EP - 829

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 5

ER -

Synthesis of N-Propargyl Iminosugar Scaffolds for Compound Library Generation using Click Chemistry

Abstract

Keywords

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