91641-78-0

Upstream product

• 868-59-7 L-cysteine ethyl ester hydrochloride 
• 98-88-4 benzoyl chloride 
• 4783-22-6 N-benzoyl-serine ethyl ester 
• 80548-05-6 2-benzoylamino-3-oxo-propionic acid ethyl ester 
• 28170-13-0 thiobenzoic acid potassium salt 

Downstream Products

• 3842-34-0 N-benzoyl-L-cystine ethyl ester 
• 1020154-95-3 C₂₂H₂₇NO₈S 
• 1020154-98-6 C₂₂H₂₇NO₈S 
• 1020154-99-7 C₂₄H₂₉NO₁₀S 
• 1020155-00-3 C₂₄H₂₉NO₁₀S 
• 1020155-01-4 C₂₀H₂₃NO₇S 
• 921-01-7 rac-cysteine 
• 65-85-0 benzoic acid 

Relevant academic research and scientific papers

Highly selective acylations using a biomimetic strategy

Rapid, high yield acylation of thiol-bearing amines by one equivalent of thioacid may be carried out at 1 mM in the presence of large excesses of other primary amines. Silver ion, known to activate thioacids toward nucleophilic attack, simultaneously also serves as a binding site to deliver a thiol-tethered amine. An interesting dependence of yields and selectivity on [Ag+] was found, as well as a significant effect of chloride.

Synthesis of S-linked carbohydrate analogues via a Ferrier reaction

In this work, the synthetic utility of the Ferrier reaction to access S-linked disaccharides and S-linked glycoamino acids has been probed. Significantly, entry to a range of 1,4- and 1,6-S-linked disaccharides has been achieved using glycals derived from glucose and galactose, and sulfur containing coupling partners derived from methyl α-d-glucopyranoside. Access to S-linked glycoamino acids and glycopeptides has also been achieved using protected cysteine and homocysteine coupling partners within the Ferrier reaction. Functionalisation of the Ferrier products, for example, via dihydroxylation using OsO4 or amino acid coupling, and deprotection of the targets have also been achieved. In this way, entry to materials of interest as mimics of biologically interesting disaccharides and glycopeptides has been realised, including targets derived from rare sugars such as talopyranose and gulopyranose.

NO-mediated aromatic nitration during decomposition of phenolic S-nitrosothiols in non-aqueous aerobic medium

Five novel S-nitrosothiol compounds (6-10) derived from L-cysteine were generated in solution and their decomposition rate was followed by UV spectroscopy. In acetonitrile, compounds 9 and 10 were the most stable of this series with a half-life of 24 h. T

Coordination of cysteine and hisyidine derivatives to the pyrazolylborate-zinc unit

Highly substituted pyrazolylborate ligands TpR,Me were used to limit the coordination number of zinc towards cysteine-and histidine-derived coligands. Monodentate thiolate attachment (→ 1a-f) was achieved with N- and C-protected cysteine, monodentate carboxylate attachment (→ 3) with N-protected histidine. C-protected cysteine was found to form a five-membered N,S-chelate ring (2). While imidazole coordination with N- and C-protected histidine could not be achieved, cationic pyrazolylborate-zinc-collgand complexes [TpZn-L]+ (4a, b) were obtained for L = 2-methylimidazole. The new complexes were characterized by their spectra and three structure determinations. VCH Verlagsgesellschaft mbH 1996.