62305-89-9

Usage

Uses

Used in Pharmaceutical Industry:
Carbocisteine LactaM is used as an impurity in the production of Carbocisteine, a mucolytic agent. It plays a role in the synthesis process, contributing to the overall effectiveness of the final product.
Used in Chemical Synthesis:
Carbocisteine LactaM is used as a key intermediate in the synthesis of Mercaptan and dicarboxylate inhibitors of hamster dihydroorotase. These inhibitors have potential applications in the development of new drugs and therapies for various medical conditions.

Upstream product

• 96-32-2 bromoacetic acid methyl ester 
• 7048-04-6 L-cysteine hydrochloride monohydrate 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 100665-27-8 (5S,6aR,10bR,10cS)-5-Benzyl-10b-hydroxy-hexahydro-8-thia-3a,5a,10a-triaza-cyclopenta[c]fluorene-4,6,10-trione 
• 118903-77-8 (R)-5-oxothiomorpholin-3-ylcarbonyl-L-phenylalanyl-L-proline-t-butyl ester 

Relevant academic research and scientific papers

A facile one-pot synthesis of the very useful building blocks N-boc-S- alkylatedcysteines

A convenient one-pot method for the synthesis of N-Boc protected S- alkylcysteines, useful intermediates for the solution-phase synthesis of glutathione-conjugates and modified peptides is presented, together with the reactivity of epoxides, halohydrins and α-halo carbonyl derivatives towards the sulfur nucleophile of the substrate. The reactions with α-halo esters lead to thiomorpholinocarboxylic acids which are interesting potential inhibitors of transport systems.

ENDOANNULAR INTERACTIONS IN CYSTEINE-CONTAINING CYCLOTRIPEPTIDES: ONE-STEP SYNTHESIS AND CRYSTAL STRUCTURE OF A TETRACYCLIC AZA-CYCLOL

Mild unmasking of the thiol group of the linear tripeptide N-chloroacetyl-S-t-butylthio-L-cysteinyl-L-phenylalanyl-L-proline p-nitrophenyl ester (8) with tributylphosphine in aqueous solution at room temperature gave, in one step, the tetrahedral adduct (aza-cyclol) (13).The same adduct was obtained starting from (R)-5-oxothiomorpholin-3-ylcarbonyl-L-phenylalanyl-L-proline p-nitrophenyl ester (12).The conformationally rigid polycyclic skeleton stabilizes the structure of the aza-cyclol (13) which is an example of a tetrahedral adduct derived from amide-amide interaction.Relevant conformational details, as revealed by an X-ray crystallographic analysis, are: the proline ring adopts a Cs-Cβendo conformation; the phenylalanine side-chain is extended towards its nitrogen; the proline Hα and hydroxylic hydrogen atom are in the characteristic planar W conformation.