SYNTHESIS OF POTENTIAL ANTIRADIATION DRUGS
Annual summary rept. 1 Oct 1961-30 Sep 1962
STANFORD RESEARCH INST MENLO PARK CA
Pagination or Media Count:
The trans-hexoside, methyl 2-amino-2,3-dideoxy3-mercapto-D- altropyranoside hydrochloride was synthesized, employing the episulfonium ion approach and the two trans-pentosides, methyl 2amino-2, 3-dideoxy-3-mercapto- alpha-D-arabinofuranoside hydrochloride and methyl-3-amino-2,3dideoxy-2- mercapto-alpha-D-xylofuranoside hydrochloride, were prepared by a similar method. The cis-pentosde, methyl 3-amino-2, 3-dideoxy2-mercapto-alpha-D ribofuranoside hydrochloride, was synthesized by the complex neighboring group method that has been employed successfully in the hexose series. The pendant betamercaptoethylamino sugars, methyl 3-beta-mercaptoethyl-amino-3- deoxy-4, 6-ethylidene-alphaD-altropyranoside hydrochloride and methyl 3beta- mercaptoethylamino-3-deoxy-D-altropyranoside hydrochloride, were prepared as examples of uniquely-substituted MEA molecules. Significant progress was made toward the synthess of methyl 6-amino-6-deoxy-L-idothiapyranose hydrochloride and its free sugar which represent the ring structures that form from 6-amino-5, 6-dideoxy6-mercapto-L-idose derivatives.