A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin

I. Wayan Muderawan; Teng Teng Ong; Chia Lee Teck; David J. Young; Bun Ching Chi; Siu Choon Ng

doi:10.1016/j.tetlet.2005.09.099

A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin

I. Wayan Muderawan, Teng Teng Ong, Chia Lee Teck, David J. Young, Bun Ching Chi, Siu Choon Ng

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

Abstract

A new, reliable method for the introduction of an amine group at positions 2 or 6 of β-cyclodextrin and permethyl-β-cyclodextrin is described. It involves selective tosylation followed by azide substitution and almost quantitative reduction with triphenylphosphine followed by hydrolysis of the phosphinimine intermediate.

Original language	English
Pages (from-to)	7905-7907
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	46
DOIs	https://doi.org/10.1016/j.tetlet.2005.09.099
Publication status	Published - 14 Nov 2005
Externally published	Yes

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10.1016/j.tetlet.2005.09.099

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title = "A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin",

abstract = "A new, reliable method for the introduction of an amine group at positions 2 or 6 of β-cyclodextrin and permethyl-β-cyclodextrin is described. It involves selective tosylation followed by azide substitution and almost quantitative reduction with triphenylphosphine followed by hydrolysis of the phosphinimine intermediate.",

keywords = "Amino β-cyclodextrin, Amino permethyl-β- cyclodextrin, Modified cyclodextrin",

author = "Muderawan, {I. Wayan} and Ong, {Teng Teng} and Teck, {Chia Lee} and Young, {David J.} and Chi, {Bun Ching} and Ng, {Siu Choon}",

year = "2005",

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doi = "10.1016/j.tetlet.2005.09.099",

language = "English",

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T1 - A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin

AU - Muderawan, I. Wayan

AU - Ong, Teng Teng

AU - Teck, Chia Lee

AU - Young, David J.

AU - Chi, Bun Ching

AU - Ng, Siu Choon

PY - 2005/11/14

Y1 - 2005/11/14

N2 - A new, reliable method for the introduction of an amine group at positions 2 or 6 of β-cyclodextrin and permethyl-β-cyclodextrin is described. It involves selective tosylation followed by azide substitution and almost quantitative reduction with triphenylphosphine followed by hydrolysis of the phosphinimine intermediate.

AB - A new, reliable method for the introduction of an amine group at positions 2 or 6 of β-cyclodextrin and permethyl-β-cyclodextrin is described. It involves selective tosylation followed by azide substitution and almost quantitative reduction with triphenylphosphine followed by hydrolysis of the phosphinimine intermediate.

KW - Amino β-cyclodextrin

KW - Amino permethyl-β- cyclodextrin

KW - Modified cyclodextrin

UR - http://www.scopus.com/inward/record.url?scp=26844551666&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.09.099

DO - 10.1016/j.tetlet.2005.09.099

M3 - Article

AN - SCOPUS:26844551666

VL - 46

SP - 7905

EP - 7907

JO - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry

JF - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry

SN - 0040-4039

IS - 46

ER -

A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin

Abstract

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