SYNTHESIS OF POTENTIAL ANTIRADIATION DRUGS. Annual Summary Report, October 1, 1961-September 30, 1962. Report No. 39

Technical Report · Thu Nov 01 04:00:00 EST 1962

OSTI ID:4656787

Goodman, L; Christensen, J E

The trans -hexoside, methyl-2-amino-2,3-dideoxy-3mercapto-/sub D/- altropyranoside hydrochloride was synthesized, employing the episulfonium ion approach and the two trans -pentosides, methyl 2-amino-2,3-dideoxy-3mercapto - alpha- /sub D/ -arabinofuranoside hydrochloride and methyl-3-amino-2,3-dideoxy-2- mercapto - alpha - /sub D/ -xylofuranoside hydrochloride, were prepared by a similar method. The cis-pentoside, methyl-3-amino-2,3-dideoxy-2mercapto- alpha - /sub D/ -ribofuranoside hydrochloride, was synthesized by the complex neighboring group method that has been employed successfully in the hexose series. The pendant BETA -mercaptoethylamino sugars, methyl-3-( BETA mercaptoethyl)-amino-3- deoxy-4,6-ethylidene - alpha - /sub D/altropyranoside hydrochloride and methyl 3- BETA -mercaptoethyl)amino-3-deoxy- /sub D/-altropyranoside hydrochloride, were prepared as examples of uniquely substituted MEA molecules. Significant progress was made toward the synthesis of methyl 6-amino-6-deoxy-/sub L/-idothiapyranose hydrochloride and its free sugar which represent the ring structures that form from 6-amino-5,6-dideoxy-6mercapto-/sub L/-idose derivatives. (auth)

• Research Organization: Stanford Research Inst., Menlo Park, Calif.
• NSA Number: NSA-17-035595
• OSTI ID: 4656787
• Report Number(s): AD-287512
• Country of Publication: United States
• Language: English

Related Subjects

BIOCHEMISTRY
BIOLOGY AND MEDICINE
CHLORIDES
DRUGS
MEA
ORGANIC SULFUR COMPOUNDS
PREPARATION
RADIATION PROTECTION
SUGARS