POTENTIAL ANTIRADIATION DRUGS. III. /cap beta/-AMINOMERCAPTANS DERIVED FROM D-ALTROSE
Journal Article
·
· Journal of the American Chemical Society (U.S.)
Two methods were explored for the preparation of a glycoside of 3-amino- 2,3-dideoxy-2-mercapto-D-altrose. In the first, unsuccessful approach, a synthesis for the unique sugar episulfide VI was developed. Ammonolysis of VI, however, afforded polymeric products containing amino and mercaptan groups. The successful approach employed a trans-benzylthiotosylate(XVII) which was converted to a trans-benzylthioazide(XIX). A change of blocking groups gave the trans- benzylthioazide XXIII, which, treated with sodium and liquid ammonia and the product XXII deblocked with methanolic hydrogen chloride, afforded the desired aminomercapto glycoside (XXI, R = CH/sub 3/). (auth)
- Research Organization:
- Stanford Research Inst., Menlo Park, Calif.
- Sponsoring Organization:
- USDOE
- NSA Number:
- NSA-15-032060
- OSTI ID:
- 4825477
- Journal Information:
- Journal of the American Chemical Society (U.S.), Journal Name: Journal of the American Chemical Society (U.S.) Vol. Vol: 83; ISSN JACSA
- Country of Publication:
- Country unknown/Code not available
- Language:
- English
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