82017-48-9

Usage

InChI:InChI=1/C7H11NO3S2/c1-7(2)6(11)8-4(5(9)10)3-12-13-7/h4H,3H2,1-2H3,(H,8,11)(H,9,10)

Upstream product

• 65002-17-7 N-(2-mercapto-2-methylpropionyl)-L-cysteine 
• 65002-17-7 bucillamine 

Downstream Products

• 14226-94-9 6,6-dimethyl-5-oxo-thiomorpholine-3-carboxylic acid 
• 153893-73-3 6,6-Dimethyl-5-oxo-thiomorpholine-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Conversion of Thiols into Disulfides with Diethyl Bromomalonate

Reaction of aliphatic, aromatic and heterocyclic thiols (2 and 5a-h) with diethyl bromomalonate (1a) gave the corresponding symmetrical disulfides (3 and 6a-h) in high yields.In the case of L-cysteine (5i), glutathione (5j) or thiamine (5k), the reaction also gave L-cystine (6i), oxidized glutathione (6j) or thiamine disulfide (6k) in high yields regardless of the presence of other functional groups.Dithiols (11) were converted into cyclic disulfides (12) by this method.In particular, N-(2-mercapto-2-methylpropionyl)-L-cysteine (9) was converted into (4R)-tetrahydro-7,7-dimethyl-6-oxo-3H-1,2,5-dithiazepine-4-carboxylic acid (10) (obtained in poor yields by general oxidation methods) in good yields.The intermediate in the reaction was considered to be sulfenyl bromide (8).Keywords-diethyl bromomalonate; thiol; dithiol; disulfide; cyclic disulfide; thiol oxidation; disulfide formation; N-(2-mercapto-2-methylpropionyl)-L-cysteine; (4R)-tetrahydro-7,7-dimethyl-6-oxo-3H-1,2,5-dithiazepine-4-carboxylic acid

Cysteine derivatives of disulfide form

Pharmaceutically active compounds and pharmaceutically acceptable salts thereof having the following formulae STR1 wherein A is a straight or branched chain alkylene group containing 1 to 3 carbon atoms; and R7 and R8 is each a lower alkyl group. These compounds are useful as the active component of pharmacological preparations.