8377. Sarmentose

Nomenclature

CAS number: 13484-14-5
2,6-Dideoxy-3-O-methyl-xylo-hexose.
C7H14O4; mol wt 162.18.
C 51.84%, H 8.70%, O 39.46%.

Description and references

A methyl ether of a 2-desoxyhexomethylose, isomeric with cymarose. Obtained on hydrolysis of sarmentocymarin, a glycoside isolated from seeds of Strophanthus sarmentosus DC., Apocynaceae by the enzymic method: Jacobs, Heidelberger, J. Biol. Chem. 81, 765 (1929); Jacobs, Bigelow, ibid. 96, 355 (1932). Synthesis: H. Hauenstein, T. Reichstein, Helv. Chim. Acta 33, 446 (1950).

Properties

Prisms, plates from ether + petr ether, mp 78-79°. Shows mutarotation. [α]D20 +12° (20 min) → +15.8° (24 hrs c = 1.08): Elderfield, Adv. Carbohydr. Chem. 1, 172 (1945).