Selective manipulation of steroid hydroxyl groups with boronate esters: efficient access to antigenic C-3 linked steroid–protein conjugates and steroid sulfate standards for drug detection

No Thumbnail Available
File version
Author(s)
Hungerford, Natasha L.
McKinney, Andrew R.
Stenhouse, Allen M.
McLeod, Malcolm D.
Griffith University Author(s)
Primary Supervisor
Other Supervisors
Editor(s)
Date
2006
Size
File type(s)
Location
License
Abstract

The temporary protection of 17-alkyl-5-androstane-3߬16߬17ߠtriols as boronate esters is an efficient method for their regioselective functionalisation. This has been applied to the synthesis of protein-steroid conjugates 7-10 suitable for the development of immunoassays targeting classes of steroids banned from competition in Australian horse racing and other sports. The synthesis of steroids sulfate conjugates 42 and 44 for use as reference standards is also reported.

Journal Title

Organic & Biomolecular Chemistry

Conference Title
Book Title
Edition
Volume

4

Issue
Thesis Type
Degree Program
School
Publisher link
Patent number
Funder(s)
Grant identifier(s)
Rights Statement
Rights Statement
Item Access Status
Note
Access the data
Related item(s)
Subject

Organic Chemical Synthesis

Medicinal and Biomolecular Chemistry

Organic Chemistry

Persistent link to this record
Citation
Collections