Altritol

Fig. 2. Structures of hexitols (a) allitol, (b) sorbitol (D-glucitol), (c) D-maimitol, (d) dulcitol, (e) L-iditol, and (f) D-altritol.

C44H4q08 h2o 2,5-Anhydro-l,6-di-0-(triphenylmethyl)-DL-altritol, monohydrate TRANAL 43 334... 

The stereochemistry of the hexitols affects the manner of ring fusion, as is seen in Figs. 3 and 4. In mannitol, sorbitol (gulitol) and iditol, the l,4 3,6-dianhydro rings are m-oriented, whereas in the dulcitol, allitol and altritol (talitol) series the 1,4 3,6-rings are trans-oriented. This makes the ring system in this latter series almost planar although in the case of dianhydrodulcitol and allitol there is considerable strain in the molecules. 

For the synthesis of C2-symmetric 1,4-diol, Evans planned temporary silicon-tethered ring-closing metathesis, and asymmetric synthesis of D-altritol was... 

Baddiley and coworkers13 further found that, under the same conditions (100° and 2 M hydrochloric acid), allitol (9) and D-altritol (D-talitol) (10) are converted into anhydrides in high yield, as shown... 

DL-galactonic acid (39). 1,4-Anhydro-DL-talitol (3,6-anhydro-DL-altritol) (40) gave 2-0-(carboxymethyl)-DL-threaric acid (41) and 1,4-anhydro-D-mannitol (42) gave 2-0-(carboxymethyl)erythraric acid (43). 

This second approach70 was based on the nitromethane synthesis,71 and involved, as the key intermediate, l-C-nitro-l-hexene-D-n6o-3,4,5,6-tetrol tetraacetate (66), previously reported by Sowden and Fischer.77 In re-studying their conversion of D-ribose (64) into the hexenetetrol (66), it was possible70 to secure 2,3,4,5,6-penta-O-acetyl-l-deoxy-l-nitro-D- altritol (65) as crystalline material. When (65) was subjected to the Schmidt-... 

Fisher M., Abramov M., Van Aerschot A., Xu D., Juliano R.L., Herdewijn P. (2007) Inhibition of MDR1 expression with altritol-modified siRNAs. Nucleic Acids Res, 35(4) 1064-74. 

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