Synthesis of 1,5-dideoxy-1,5-imino-D-galactitol fromL-sorbose

DOI: 10.1016/S0040-4039(00)73649-5

Source and publish data:

Tetrahedron Letters p. 3609 - 3612 (1993)

Update date:2022-08-04

Topics:

Authors:

Furneaux, Richard H.

Tyler, Peter C.

Whitehouse, Lynley A.

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Article abstract of DOI:10.1016/S0040-4039(00)73649-5

A facile new synthesis of 1-deoxygalactonojirimycin (1) [1,5-dideoxy-1,5-imino-_D-galactitol] is described. The _L-sorbose derivative (15) is epimerised at C-3 and converted, via the _L-tagatofuranose (18) into the deoxyazide (20). Reduction of azide (20) and deprotection affords 1-deoxygalactonojirimycin (1).

Full text of DOI:10.1016/S0040-4039(00)73649-5

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