101860-51-9

Basic information

• Product Name: (R)-3-(4-methoxybenzyl)-4-acetylthiazolidin-2-one
• Synonyms: (R)-3-(4-methoxybenzyl)-4-acetylthiazolidin-2-one;(R)-4-ACETYL-3-(4-METHOXYBENZYL)THIAZOLIDIN-2-ONE
• CAS NO: 101860-51-9
• Molecular Formula: C₁₃H₁₅NO₃S
• Molecular Weight: 265.08
• Product Categories: Heterocycles
• Mol File: 101860-51-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 430.4 °C at 760 mmHg
• Flash Point: 214.1 °C
• Appearance: /
• Density: 1.267 g/cm³
• CAS DataBase Reference: (R)-3-(4-methoxybenzyl)-4-acetylthiazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(4-methoxybenzyl)-4-acetylthiazolidin-2-one(101860-51-9)
• EPA Substance Registry System: (R)-3-(4-methoxybenzyl)-4-acetylthiazolidin-2-one(101860-51-9)

Safety Data

• Hazardous Substances Data: 101860-51-9(Hazardous Substances Data)

Usage

General Description

"(R)-3-(4-methoxybenzyl)-4-acetylthiazolidin-2-one" is a chemical compound with a thiazolidine ring structure and an acetyl group. It also contains a benzyl group with a methoxy substituent. (R)-3-(4-methoxybenzyl)-4-acetylthiazolidin-2-one is classified as a thiazolidinedione, which is a class of drugs commonly used to treat type 2 diabetes mellitus. Thiazolidinediones work by increasing the body's sensitivity to insulin, thereby lowering blood sugar levels. The presence of the methoxybenzyl and acetyl groups in this compound may confer specific pharmacological properties, making it a potential candidate for drug development or research purposes. Additionally, the stereochemistry of the compound, indicated by the (R)- designation, is important for understanding its three-dimensional structure and potential biological activity. Further study and research are needed to explore the full potential and applications of this compound.

Upstream product

• 75-16-1 methylmagnesium bromide 
• 646994-31-2 (S)-3-(4-Methoxy-benzyl)-2-oxo-thiazolidine-4-carbonyl chloride 
• 139944-38-0 (-)-3-(4-methoxybenzyl)-2-oxo-thiazolidine-4-carboxylic acid 
• 2746-25-0 p-Methoxybenzyl bromide 
• 101860-50-8 (-)-3-(4-methoxybenzyl)-2-oxo-thiazolidine-4-carboxylic acid ethyl ester 
• 824-94-2 p-methoxybenzyl chloride 
• 911040-40-9 (R)-N-methoxy-3-(4-methoxybenzyl)-N-methyl-2-oxothiazolidine-4-carboxamide 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 101860-56-4 (R)-4-[3-Hydroxy-4-((2R,3R,7R,10S)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-butyryl]-3-(4-methoxy-benzyl)-thiazolidin-2-one 
• 646994-46-9 (R)-4-[(5R,8S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methyl-undec-9-ynoyl]-3-(4-methoxy-benzyl)-thiazolidin-2-one 
• 861821-49-0 (2Z,6E)-3-Methyl-deca-2,6-dien-8-ynoic acid (2R,4R,6R)-2-methoxy-2-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-4-yl ester 
• 928112-42-9 4-[2,4-dihydroxy-6-(3-methyl-hex-4-ynyl)-tetrahydro-pyran-2-yl]-3-(4-methoxy-benzyl)-thiazolidin-2-one 
• 646994-48-1 4-[2,4-dihydroxy-6-(3-methyl-hex-4-ynyl)-tetrahydro-pyran-2-yl]-3-(4-methoxy-benzyl)-thiazolidin-2-one 
• 76343-93-6 latrunculin A 
• 76343-94-7 latrunculin B 
• 101915-87-1 6,7-(Z)-N-PMB-15-OMe-Latrunculin B 
• 646994-49-2 (R)-4-[(2R,4S,6R)-4-Hydroxy-2-methoxy-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-2-yl]-3-(4-methoxy-benzyl)-thiazolidin-2-one 
• 1053714-70-7 Trifluoro-methanesulfonic acid (2R,4S,6R)-2-methoxy-2-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-4-yl ester 
• 646994-51-6 (R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one 
• 928112-44-1 (Z)-3-Methyl-oct-2-en-6-ynoic acid (2R,4R,6R)-2-methoxy-2-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-4-yl ester 
• 1056194-56-9 (R)-4-((2R,4S,6R)-2,4-dihydroxy-6-((S)-3-methylpent-4-enyl)-tetrahydro-2H-pyran-2-yl)-3-(4-methoxybenzyl)thiazolidin-2-one 
• 1114568-12-5 C₂₂H₃₁NO₅S 

Relevant articles and documents

Divergent approach to building a latrunculin family derived hybrid macrocyclic toolbox

A divergent approach to obtain a latrunculin family based hybrid macrocyclic toolbox is developed. A practical, stereoselective synthesis of a common substructure present in latrunculin A and latrunculol A was achieved. This was further utilized in the ma

PROCESS FOR THE PREPARATION OF 3,4-DISUBSTITUTED-THIAZOLIDIN-2-ONES

The present invention is directed to practical high-yielding synthetic processes for preparing 3,4-disubstituted-thiazolidin-2-ones, which do not compromise the absolute stereochemical integrity of the compounds. The present invention is also directed to

Selective iron-catalyzed cross-coupling reactions of Grignard reagents with enol triflates, acid chlorides, and dichloroarenes

Cheap, readily available, air stable, nontoxic, and environmentally benign iron salts such as Fe(acac)3 are excellent precatalysts for the cross-coupling of Grignard reagents with alkenyl triflates and acid chlorides. Moreover, it is shown that dichloroarene and -heteroarene derivatives as the substrates can be selectively monoalkylated by this method. All cross-coupling reactions proceed very rapidly under notably mild conditions and turned out to be compatible with a variety of functional groups in both reaction partners. A detailed analysis of the preparative results suggests that iron-catalyzed C-C bond formations can occur via different pathways. Thus, it is likely that reactions of methylmagnesium halides involve iron-ate complexes as the active components, whereas reactions of Grignard reagents with two or more carbon atoms are effected by highly reduced iron-clusters of the formal composition [Fe(MgX)2]n generated in situ. Control experiments using the ate-complex [Me4Fe]Li2 corroborate this interpretation.