A convenient synthesis of mono-6-hydroxy permethylated β-cyclodextrin via tert-butyldimethylsilylation

DOI: 10.1016/0040-4039(96)01545-6

Source and publish data:

Tetrahedron Letters p. 6831 - 6834 (1996)

Update date:2022-08-28

Topics:

Authors:

Chen, Zhen

Bradshaw, Jerald S.

Lee, Milton L.

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Article abstract of DOI:10.1016/0040-4039(96)01545-6

A convenient method to prepare mono-6-hydroxy permethylated β-cyclodextrin (3) via tert-butyldimethylsilylation is described. Mono-6-tert-butyldimethylsilyl-β-cyclodextrin was prepared and treated with NaH and CH₃I in the same pot. The protecting group was removed by refluxing with NH₄F in CH₃OH to give 3 in an overall yield of 43%.

Full text of DOI:10.1016/0040-4039(96)01545-6

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