Method for the preparation of thiadiazoles
The present invention relates to processes for preparing protected glyceraldehydes, such as (hydroxy)methanesulfonates. In addition, the invention relates to thiadiazoles, particularly 3-diooxolanyl-thiadiazoles.
1. A compound of the structure
Wherein R is alkyl, aryl or the two R groups together form cycloalkyl; and
R b is an optionally substituted substituent selected from aryl, alkyl, arylalkyl, and 5-6 membered heterocyclyl.
2. A compound of claim 1 wherein R is C 1-6 alkyl or together forms C 3-6 cycloalkyl; and R b is optionally substituted phenyl.
3. A process for the preparation of
wherein R is optionally substituted aryl or alkyl, or the two R groups together form cycloalkyl or spirocycloalkyl; and
R b is optionally substituted aryl, alkyl, optionally substituted arylalkyl or optionally substituted 5-6 membered heterocyclyl;
comprising
treating
with NH 2 OH to form
chlorination of
followed by treatment with MsCl to form
treatment of
with thiocyanate to form
and
treatment of
with R b —SH.
4. The process of claim 3 , wherein R is C 1-3 alkyl, or the two R groups together form cyclohexyl; and R b is optionally substituted aryl.
5. The process of claim 4 , wherein each R is methyl and R b is 4-methylphenyl, wherein said process is for the formation of