A general, mild and efficient protocol has been developed for the synthesis of esters and thioesters. The process has been taking place using tetra n-butylammonium iodide (TBAI) as a phase-transfer catalyst and in the presence of potassium carbonate (K2CO3). A wide range of esters and thioesters was prepared in high yields and suitable times by the treatment of alcohols, phenols and thiols with...

a general, mild and efficient protocol has been developed for the synthesis of esters and thioesters. the process has been taking place using tetra n-butylammonium iodide (tbai) as a phase-transfer catalyst and in the presence of potassium carbonate (k2co3). a wide range of esters and thioesters was prepared in high yields and suitable times by the treatment of alcohols, phenols and thiols with...

A method is described for the preparation of CoA thioesters of fatty acids. AcylCoA thioester was synthesized by way of 1-acylimidazole and purified by high performance liquid chromatography. This method is applicable to the preparation of a variety of acyl-CoA thioesters of various chain lengths (from C2 to C18) and with varying degrees of unsaturation. It is particularly suitable for preparin...

For the first time, synthesis of thioesters starting from enals and thiols has been performed in presence a bulky N-heterocyclic carbene (NHC) as catalyst.

Peptide thioesters are very useful in protein chemistry, and chemistry- and biochemistry-based protocols are used for the preparation of thioesters. Among such protocols, only a few biochemistry-based approaches have been use for naturally occurring peptide sequences. The development of chemistry-based protocols applicable to natural sequences remains a challenge, and the development of such me...

Fmoc solid phase peptide synthesis of thioesters for the chemical synthesis of proteins via native chemical ligation is a challenge. We have developed a versatile approach for direct synthesis of peptide thioesters from a solid support utilizing Fmoc chemistry. Peptide thioester synthesis is performed by the formation of a cyclic urethane moiety via a selective reaction of the backbone amide ch...

Fmoc solid phase peptide synthesis of thioesters for the chemical synthesis of proteins via native chemical ligation is a challenge. We have developed a versatile approach for direct synthesis of peptide thioesters from a solid support utilizing Fmoc chemistry. Peptide thioester synthesis is performed by the formation of a cyclic urethane moiety via a selective reaction of the backbone amide ch...

Oxidized methionine residues in peptide thioesters can be reduced rapidly with NH4I to the corresponding sulfide by using Me2S as coreductant. Comparative reduction studies employing a 28-amino acid peptide thioester with an N-terminal methionine oxide as model system revealed the importance of the Me2S addition to avoid hydrolysis of the reactive thioester functionality. In addition, an NH4I-M...

α-Halo thioesters undergo soft enolization and syn-selective direct aldol addition to aldehydes in the presence of MgBr(2)·OEt(2) and i-Pr(2)NEt to produce α-halo-β-hydroxy thioesters.

A series of 5-substituted-4-amino-1,2,4-triazole-3-thioesters was synthesized by converting variously substituted organic acids successively into the corresponding esters, hydrazides, 5-substituted-1,3,4-oxadiazole-2-thiols, 5-substituted-1,2,4-triazole-2-thiols and 5-substituted-1,3,4-oxadiazole-2-thioesters. Finally the target compounds were obtained by refluxing 5-substituted-1,3,4-oxadiazol...