SYNTHESIS OF POTENTIAL ANTIRADIATION DRUGS.
Abstract
The synthesis of 6-acetamido-1,2,3,4-tetra-0acetyl-6-deoxy- -L-idothiapyranose was completed. This represents an interesting type of sugar that contains sulfur as the heterocyclic ring atom and possesses a neighboring N-acetyl group. An extension of this synthetic method can probably be used to give the free sugar, 6-amino-6-deoxy-5-thio-L-idose, an interesting substituted Beta-mercaptoethylamine. Tryptamine was mercaptoethylated to yield N-(2-mercaptoethyl)-tryptamine hydrochloride. A number of ethylenimines were converted to thiols, Bunte salts, and isothiuronium salts. The most extensive group of compounds of this type came from the reaction of DL-propylenimine with meso1,2:3,4-diepoxybutane that gave three stereoisomeric bis-aziridines. The bisaziridines in turn were converted to the respective bis-thiols, bis-Bunte salts, and bis-isothiuronium salts. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Mar 31, 1964
- Accession Number
- AD0434058
Entities
People
- James E. Christensen
- Leon Goodman
- Sandral. Holton
Organizations
- Stanford University Medical Center