This is a preprint, a preliminary version of a manuscript that has not completed peer review at a journal. Research Square does not conduct peer review prior to posting preprints. The posting of a preprint on this server should not be interpreted as an endorsement of its validity or suitability for dissemination as established information or for guiding clinical practice.
Method Article
Synthesis of mono-6-tosyl-β-cyclodextrin, a key intermediate for the functional cyclodextrin derivatives
Timothy Tan
Tan and Ng's Lab
Corresponding Author
Siu-choon Ng
Tan and Ng's Lab
Corresponding Author
License:
This work is licensed under a CC BY-NC 3.0 License. Read Full License
Mono-6-tosyl-β-cyclodextrin (TsO-CD) is considered an important cyclodextrin (CD) intermediate for easy introduction of various functional groups such as halides, azide, amine and imidazole groups to afford functionalized CD derivatives. This protocol describes the use 1-(p-tosyl)-imidazole as the precursor to react with β-cyclodextrin, affording highly pure mono-substituted product with an acceptable yield.
Keywords
Cyclodextrin, tosyl, imidazole, click chemistry, chiral
Figure 1
Badges
Prescreen
This manuscript passed our Prescreen assessment
Complete author information
Appropriate declaration statements
Potential risks to human health
Prescreen
History
CURRENT STATUS: Posted
Version 1
Posted 22 Feb, 2011
No community comments so far
Metrics
Comments: 0
HTML Views: ...
Subject Areas
Synthetic chemistry
Associated Publications
Click chemistry for facile immobilization of cyclodextrin derivatives onto silica as chiral stationary phases
by Yong Wang, Yin Xiao, Timothy Thatt Yang Tan, +1
Tetrahedron Letters (21 February, 2011)
A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin
by I. Wayan Muderawan, Teng Teng Ong, Teck Chia Lee, +3
Tetrahedron Letters (21 February, 2011)
Enantioseparation of a novel “click” chemistry derived native β-cyclodextrin chiral stationary phase for high-performance liquid chromatography
by Yong Wang, Teng-Teng Ong, Lai-Sheng Li, +1
Journal Of Chromatography A (21 February, 2011)
Facile synthesis of mono-6-amino-6-deoxy-α-, β-, γ-cyclodextrin hydrochlorides for molecular recognition, chiral separation and drug delivery
by Weihua Tang and Siu-Choon Ng
Nature Protocols (21 February, 2011)
Preparation of cyclodextrin chiral stationary phases by organic soluble catalytic 'click' chemistry
by Yong Wang, Hui Chen, Yin Xiao, +4
Nature Protocols (10 June, 2011)
Learn more about our company.
This is a preprint. It has not completed peer review.
Method Article
Synthesis of mono-6-tosyl-β-cyclodextrin, a key intermediate for the functional cyclodextrin derivatives
Timothy Tan
Tan and Ng's Lab
Corresponding Author
Siu-choon Ng
Tan and Ng's Lab
Corresponding Author
Badges
Prescreen
This manuscript passed our Prescreen assessment
Complete author information
Appropriate declaration statements
Potential risks to human health
Prescreen
History
CURRENT STATUS: Posted
Version 1
Posted 22 Feb, 2011
No community comments so far
Metrics
Comments: 0
HTML Views: ...
Subject Areas
Synthetic chemistry
License:
This work is licensed under a CC BY-NC 3.0 License. Read Full License
Mono-6-tosyl-β-cyclodextrin (TsO-CD) is considered an important cyclodextrin (CD) intermediate for easy introduction of various functional groups such as halides, azide, amine and imidazole groups to afford functionalized CD derivatives. This protocol describes the use 1-(p-tosyl)-imidazole as the precursor to react with β-cyclodextrin, affording highly pure mono-substituted product with an acceptable yield.
Figure 1
Associated Publications
Click chemistry for facile immobilization of cyclodextrin derivatives onto silica as chiral stationary phases
by Yong Wang, Yin Xiao, Timothy Thatt Yang Tan, +1
Tetrahedron Letters (21 February, 2011)
A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin
by I. Wayan Muderawan, Teng Teng Ong, Teck Chia Lee, +3
Tetrahedron Letters (21 February, 2011)
Enantioseparation of a novel “click” chemistry derived native β-cyclodextrin chiral stationary phase for high-performance liquid chromatography
by Yong Wang, Teng-Teng Ong, Lai-Sheng Li, +1
Journal Of Chromatography A (21 February, 2011)
Facile synthesis of mono-6-amino-6-deoxy-α-, β-, γ-cyclodextrin hydrochlorides for molecular recognition, chiral separation and drug delivery
by Weihua Tang and Siu-Choon Ng
Nature Protocols (21 February, 2011)
Preparation of cyclodextrin chiral stationary phases by organic soluble catalytic 'click' chemistry
by Yong Wang, Hui Chen, Yin Xiao, +4
Nature Protocols (10 June, 2011)