96843-12-8

Upstream product

• 95628-73-2 4-acetylsulfanyl-2-methyl-3-oxopentanoic acid methyl ester 
• 95604-09-4 Methyl-γ-bromo-propyonyl propanate 
• 30414-53-0 methyl propanoyl acetate 
• 17422-12-7 methyl 2-methyl-3-oxopentanoate 
• 96843-10-6 2-(2-Methoxymethylsulfanyl-propionylsulfanyl)-propionic acid ethyl ester 
• 188444-07-7 S-propionylthiolactic acid 
• 96843-11-7 4-Methoxymethylsulfanyl-2-methyl-3-oxo-pentanoic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis, antimalarial evaluation and molecular docking studies of some thiolactone derivatives

In present study novel thiolactone derivatives were designed, synthesized and characterized by various analytical techniques such as IR, 1H NMR, 13C NMR, mass spectral data and elemental analysis. All synthesized compounds were evaluated for in?vitro antimalarial activity against Dd2 and 3d7 strain of P.?falciparum. All synthesized compounds were also subjected for molecular docking study with pf KASI/II enzyme to analyze their binding orientation in the active site of the enzyme. Compounds 5d, 5e, and 5i found to be most potent with IC50 in the range of 0.09–0.19?μM and 0.03–0.04?μM against the Dd2 strain and 3D7 strain respectively as well as they showed good binding affinities with the residues of the active site of pf KASI/II.

Chemoenzymatic synthesis of (5S)- and (5R)-hydroxymethyl-3,5-dimethyl-4-(methoxymethoxy)-5H-thiophen-2-one: a precursor of thiolactomycin and determination of its absolute configuration

A convenient enantioselective synthesis of (5S)- and (5R)-hydroxymethyl-3,5-dimethyl-4-(methoxymethoxy)-5H-thiophen-2-one, a key intermediate in the synthesis of thiolactomycin has been carried out by a Carica papaya lipase-mediated resolution protocol to

Antitubercular agents. Part 2: New thiolactomycin analogues active against Mycobacterium tuberculosis

Structurally modified analogues of naturally occurring antibiotic thiolactomycin, substituted at 4-position of the thiolactone ring have been prepared and evaluated for their antitubercular activity. Some of the compounds have exhibited potential activity against Mycobacterium tuberculosis.

Analogues of thiolactomycin as potential anti-malarial and anti-trypanosomal agents

A series of analogues of the naturally occurring antibiotic thiolactomycin (TLM) have been synthesised and evaluated for their ability to inhibit the growth of the malaria parasite, Plasmodium falciparum. Thiolactomycin is an inhibitor of Type II fatty acid synthase which is found in plants and most prokaryotes, but not an inhibitor of Type I fatty acid synthase in mammals. A number of the analogues showed inhibition equal to or greater than TLM. The introduction of hydrophobic alkyl groups at the C3 and C5 positions of the thiolactone ring lead to increased inhibition, the best showing a fourteenfold increase in activity over TLM. In addition, some of the analogues showed activity when assayed against the parasitic protozoa, Trypanosoma cruzi and Trypanosoma brucei.

Asymmetric synthesis of 5,5-disubstituted thiotetronic acids using an allyl xanthate to dithiocarbonate rearrangement: Total synthesis of (55)-thiolactomycin with revision of the absolute configuration of the natural product

An asymmetric synthesis of thiotetronic acids related to the antibiotics thiolactomycin 1 and thiotetromycin 2 has been developed in which the key step is a stereoselective [3.3]-rearrangement of an allyl xanthate to the corresponding dithiocarbonate. Thu

Sulfur-Extrusive Rearrangement of α-Acylthio Ester by Lithium Amide

α-Acylthio esters readily undergo facile rearrangement to give β-keto esters on treatment with lithium amide at -78 deg C.Thiolactone 3, a key intermediate for thiolactonic antibiotics, was synthesized by utilizing the rearrangement.

TOTAL SYNTHESIS OF (+/-)-THIOLACTOMYCIN

We have completed the first total synthesis of (+/-)-thiolactomycin by a five-step procedure in 10percent overall yield starting from ketoester 6.The key step involves addition of dianion 3 to 3-ethoxy-2-methyl-2-propenal.The resulting aldehyde 11 was then converted into (+/-)-thiolactomycin.