p 165 u00b0 166 u00b0 c u03b1 d 20 28 5 u00b0 c 1 0 in chcl 3 46 yield together with a small amound of the c 6 epimer 16 2 yield removal from 19 of all the protecting groups by aqueous trifluoroacetic acid gave hmj 6 as a very hygroscopic solid u03b1 d 20 7 45 u00b0 c 0 55 in h 2 o in 92 yield 28 overall yield from 12 the hydrochloride of hmj is also a hygroscopic solid 13 c nmr of hmj 6 as free base d 2 o u03b4 56 2 and 59 0 2 u00d7 d c 2 and c 6 59 6 and 61 3 2 u00d7 t c 1 and c 7 68 9 69 4 and 72 2 3 u00d7 d c 3 c 4 and c 5 the iminoheptitols 6 and 8 were assayed as inhibitors of 14 human liver glycosidases and the effects compared with those of deoxymannojirimycin 5 by conventional enzyme assay methods described by daher et al biochem j 258 613 1989 the results are set forth in the table below in which it can be seen that the specificity and potency of inhibition of human u03b1 mannosidases by hmj 6 and by dmj 5 is very similar neither compound inhibited u03b2 mannosidase 6 epi hmj 8 did not inhibit any u03b1 mannosidase indicating that the correct configuration at c 5 is essential for.