SYNTHESES OF 1,5-DIDEOXY-1,5-IMINO-D-MANNITOL FROM D-MANNOSE AND D-GLUCOSE

DOI: 10.1016/0040-4039(84)80058-1

Source and publish data:

Tetrahedron Letters p. 4029 - 4032 (1984)

Update date:2022-08-04

Topics:

Authors:

Fleet, G. W. J.

Gough, M. J.

Shing, T. K. M.

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Article abstract of DOI:10.1016/0040-4039(84)80058-1

Unambigous enantiospecific syntheses of 1,5-dideoxy-1,5-imino-D-mannitol (LU1, 1-deoxy-mannojirimycin) are reported (i) from D-mannose via hydrogenation of a 5-azido-5-deoxy mannose, and (ii) from D-glucose, in which the key step involves nucleophilic substitution of a trifluoromethanesulphonyl group from C-2 of D-glucose.

Full text of DOI:10.1016/0040-4039(84)80058-1

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