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

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

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

4 Citations (Scopus)

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 - d-glucopyranose and methyl 2-amino-2-deoxy-1-thio - d-glucopyranose.

Original language	English
Pages (from-to)	693-699
Number of pages	7
Journal	Australian Journal of Chemistry
Volume	63
Issue number	4
DOIs	https://doi.org/10.1071/CH09480
Publication status	Published - 19 Apr 2010
Externally published	Yes

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Rajaratnam, P., Gupta, P., Katavic, P., Kuipers, K., Huyh, N., Ryan, S., Falzun, T., Tometzki, G. B., Bornaghi, L., Le Thanh, G., Abbenante, G., Liu, L., Meutermans, W., Wimmer, N., & West, M. L. (2010). Orthogonally protected monosaccharide building blocks for solid phase production of diversity oriented libraries. Australian Journal of Chemistry, 63(4), 693-699. https://doi.org/10.1071/CH09480

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title = "Orthogonally protected monosaccharide building blocks for solid phase production of diversity oriented libraries",

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 - d-glucopyranose and methyl 2-amino-2-deoxy-1-thio - d-glucopyranose.",

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

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day = "19",

doi = "10.1071/CH09480",

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volume = "63",

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journal = "Australian Journal of Chemistry",

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Rajaratnam, P, Gupta, P, Katavic, P, Kuipers, K, Huyh, N, Ryan, S, Falzun, T, Tometzki, GB, Bornaghi, L, Le Thanh, G, Abbenante, G, Liu, L, Meutermans, W, Wimmer, N & West, ML 2010, 'Orthogonally protected monosaccharide building blocks for solid phase production of diversity oriented libraries', Australian Journal of Chemistry, vol. 63, no. 4, pp. 693-699. https://doi.org/10.1071/CH09480

TY - JOUR

T1 - Orthogonally protected monosaccharide building blocks for solid phase production of diversity oriented libraries

AU - Rajaratnam, Premraj

AU - Gupta, Praveer

AU - Katavic, Peter

AU - Kuipers, Krystle

AU - Huyh, Ngoc

AU - Ryan, Sarah

AU - Falzun, Tania

AU - Tometzki, Gerrald B.

AU - Bornaghi, Laurent

AU - Le Thanh, Giang

AU - Abbenante, Giovanni

AU - Liu, Ligong

AU - Meutermans, Wim

AU - Wimmer, Norbert

AU - West, Michael L.

PY - 2010/4/19

Y1 - 2010/4/19

N2 - 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 - d-glucopyranose and methyl 2-amino-2-deoxy-1-thio - d-glucopyranose.

AB - 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 - d-glucopyranose and methyl 2-amino-2-deoxy-1-thio - d-glucopyranose.

UR - https://www.scopus.com/pages/publications/77950814325

U2 - 10.1071/CH09480

DO - 10.1071/CH09480

M3 - Article

AN - SCOPUS:77950814325

SN - 0004-9425

VL - 63

SP - 693

EP - 699

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 4

ER -

Orthogonally protected monosaccharide building blocks for solid phase production of diversity oriented libraries

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