Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries

Premraj Rajaratnam; Praveer Gupta; Peter Katavic; Krystle Kuipers; Ngoc Huyh; Sarah Ryan; Tania Falzun; Gerrald B. Tometzki; Laurent Bornaghi; Giang Le Thanh; Giovanni Abbenante; Ligong Liu; Wim Meutermans; Norbert Wimmer; Michael L. West

doi:10.1071/CH09480

RESEARCH ARTICLE

Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries

Premraj Rajaratnam ^A , Praveer Gupta ^A , Peter Katavic ^A , Krystle Kuipers ^A , Ngoc Huyh ^A , Sarah Ryan ^A , Tania Falzun ^A , Gerrald B. Tometzki ^A , Laurent Bornaghi ^A , Giang Le Thanh ^A , Giovanni Abbenante ^A , Ligong Liu ^A , Wim Meutermans ^A , Norbert Wimmer ^A and Michael L. West ^A ^B

+ Author Affiliations

- Author Affiliations

^A Alchemia Limited, 3 Hi Tech Court, Eight Mile Plains, Brisbane, Qld 4113, Australia.

^B Corresponding author. Email: mwest@alchemia.com.au

Australian Journal of Chemistry 63(4) 693-699 https://doi.org/10.1071/CH09480
Submitted: 9 September 2009 Accepted: 4 January 2010 Published: 8 April 2010

Abstract

The large scale synthesis of three orthogonally protected monosaccharide scaffolds suitable for use in the solid phase preparation of large diversity libraries is presented. Scaffolds based on 2-amino-2-deoxy-d-glucopyranose, 2-amino-2-deoxy-d-allopyranose, and 2,4-diamino-2,4-dideoxy-d-galactopyranose were prepared in good yield and with minimal chromatographic purification from commercially available methyl 2-azido-2-deoxy-1-thio-β-d-glucopyranose and methyl 2-amino-2-deoxy-1-thio-β-d-glucopyranose.

References

Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries

Abstract

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