30383-01-8

Usage

Uses

1. Used in Organic Synthesis:
Lithium thioethoxide is used as a reagent for the preparation of various organic compounds. Its strong nucleophilic properties allow it to participate in a wide range of reactions, such as nucleophilic substitution, addition, and elimination reactions.
2. Used in Microwave-Assisted Cleavage of Aryl Methyl Ethers:
Lithium thioethoxide is employed as a cleaving agent in the microwave-assisted cleavage of aryl methyl ethers. The reaction involves the nucleophilic attack of the lithium thioethoxide on the aryl methyl ether, leading to the cleavage of the ether bond and the formation of the corresponding aryl thiolate and methanol.
3. Used in the Synthesis of Triply Thiolate-Bridged Diiron Complexes:
Lithium thioethoxide is used as a building block in the synthesis of triply thiolate-bridged diiron complexes. These complexes are important in various fields, such as catalysis and bioinorganic chemistry, due to their unique electronic and structural properties.
4. Used in the Synthesis of (+)-Batzelladine A and (-)-Batzelladine D:
Lithium thioethoxide is utilized as a key intermediate in the synthesis of (+)-batzelladine A and (-)-batzelladine D, which are complex natural products with potential biological activities. The reactivity of lithium thioethoxide allows for the formation of the required thiolate bridges and the construction of the complex molecular framework.

Upstream product

• 75-08-1 ethanethiol 

Downstream Products

• 627-97-4 2-methyl-2-heptene 
• 27482-14-0 1-(ethylthio)-2-methylpropene 
• 131393-75-4 (E)-2-ethylthio-1-nitroethylene 
• 132839-84-0 (E)-<2-(Ethylthio)ethenylphenyl>sulfon 
• 63385-22-8 p-methyldithiobenzoic acid ethyl ester 
• 97270-43-4 lithium diphenyldithiophosphinate 
• 78840-01-4 1-phenyl-3-ethylthio-1-butenyl diphenyl phosphate 
• 351209-70-6 2-trimethylsilanyl-ethanesulfonic acid {4-benzyloxy-6-benzyloxymethyl-5-[4,5-bis-benzyloxy-6-benzyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-ethylsulfanyl-tetrahydro-pyran-3-yl}-amide 
• 442913-41-9 S-ethyl (2S,3R,4E)-3-{[(tert-butyl)dimethylsilyl]oxy}-6-methyl-2-[(phenyl)methoxy]hept-4-enethioate 
• 521274-41-9 S-ethyl (4E,7R)-7-C-allyl-6,7-O-(4-{[tert-butyl(dimethyl)silyl]oxy}benzylidene)-2,4,5-trideoxy-2-ethyl-1-thio-3-O-(triethylsilyl)-6-C-[2-(trityloxy)ethyl]-L-arabino-4-enoate 
• 162600-08-0 ethyl 3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 902782-15-4 ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate 
• 1052731-89-1 1-[2-(ethylthio)ethyl]-3-(2,4,6-trimethylphenyl)imidazolium bromide 
• 406676-51-5 (Ni(SEt)((Ph₂PCH₂CH₂)2PPh))BPh₄ 

Relevant academic research and scientific papers

Erogorgiaene congeners and methods and intermediates useful in the preparation of same

Disclosed are compounds having the formula: wherein R21 is an alkyl, aryl, alkoxy, hydroxy, or amino group or a halogen atom; wherein R2 is hydrogen or an alkyl, aryl, alkoxy, or amino group; wherein R23 and R24 are independently selected from hydrogen, an alkyl, aryl, alkoxy, hydroxy, or amino group, and a halogen atom or wherein R23 and R24, taken together with the carbon atom to which they are bound, form a ring; wherein R25 is hydrogen, an alkyl, aryl, alkoxy, hydroxy, or O-silyl group or a halogen atom; wherein Z, taken together with the carbons to which it is bonded, forms a 5-12 membered ring; and wherein Y is an electron withdrawing group. These compounds can be used to prepare erogorgiaene congeners, such as erogorgiaene, pseudopterosin A, helioporin E, pseudopteroxazole, colombiasin A, elisapoterosin B, elisabethadione, p-benzoquinone natural products, ileabethin, sinulobtain B, sinulobtain C, and sinulobtain D.

Standard enthalpies of formation of Li, Na, K, and Cs thiolates

The standard enthalpies of formation of alkaline metals thiolates in the crystalline state were determined by reaction-solution calorimetry. The obtained results at 298.15 K were as follows: δfH°m(MSR, cr)/kJ mol-1 = -259.0 ± 1.6 (LiSC2H5), -199.9 ± 1.8 (NaSC2H5), -254.9 ± 2.4 (NaSC4H9), -240.6 ± 1.9 (KSC2H 5), -235.8 ± 2.0 (CsSC2H5). These results where compared with the literature values for the corresponding alkoxides and together with values for δfH° m(MSR, cr) were used to derive a consistent set of lattice energies for MSR compounds based on the Kapustinskii equation. This allows the estimation of the enthalpy of formation for some non-measured thiolates.

Microwave-assisted cleavage of aryl methyl ethers with lithium thioethoxide (LiSEt)

Lithium thioethoxide (LiSEt), a white solid easily prepared from EtSH and n-BuLi in hexane, was identified as a highly efficient reagent for the cleavage (O-demethylation) of aryl methyl ethers, i.e. methyl-protected phenols. Of particular synthetic value are applications in the double deprotection of 1,2-dimethoxyarenes (to give catechols) and in the selective monodeprotection of di- and trimethoxyarenes. The thermal reactions, which are usually performed in DMF as a solvent, can be greatly accelerated through microwave irradiation. In this case, the monodemethylated products are usually formed in high (80-99%) yield within only 15 minutes.

Benzoyl-piperidine derivatives as dual modulators of the 5-HT2A and D3 receptors

The present invention relates to compounds of the general formula as dual modulators of the 5-HT2a and D3 receptors useful against CNS disorders, wherein A, R1, R2, n, p, q and r are as defined in the specificat

Benzo [B] indeno [2,1-D] thiophene compounds, intermediates, processes, compositions and methods

The invention provides benzo[b]indenothiophene compounds of formula I I wherein, R1, R2, R3, R4, R5, and R6, are as defined in the specification, intermediates, formulations, and methods of inhibiting bone loss or bone resorption, particularly ost

Benzo (B) indeno (2,1-D) thiophene compounds, intermediates, processes, compositions, and methods

The invention provides benzo[b]indenothiophene compounds, intermediates, formulations, and methods of inhibiting bone loss or bone resorption, particularly osteoporosis, cardiovascular-related pathological conditions including hyperlipidemia and related c

Convenient access to 3,4,5-trisubstituted pyridines

The reaction of 3,5-dichloro-4-pyridinecarbonitrile towards nucleophilic substitution of chlorine atoms and nucleophilic addition to the cyano group has been studied in presence of different nucleophiles and solvents in order to evidence the best conditions for the synthesis of 3,4,5-trifunctionalized pyridines. Besides the products of substitution of only one chlorine atom, 3,5-bis(ethylthio)-4-pyridinecarbonitrile and 3,5-bis(tert-butylthio)-4-pyridinecarbonitrile have been prepared in high yields and the reduction of their cyano to amino group has been studied in order to obtain model molecules and new selective inhibitors of extramitochondrial amine oxidase enzymes.