213319-90-5

Basic information

• Product Name: (+)-S-ethyl (2S,3R)-3-hydroxy-2-methylbutanethioate
• Synonyms: (+)-S-ethyl (2S,3R)-3-hydroxy-2-methylbutanethioate
• CAS NO: 213319-90-5
• Molecular Weight: 162.253
• Mol File: 213319-90-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-S-ethyl (2S,3R)-3-hydroxy-2-methylbutanethioate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-S-ethyl (2S,3R)-3-hydroxy-2-methylbutanethioate(213319-90-5)
• EPA Substance Registry System: (+)-S-ethyl (2S,3R)-3-hydroxy-2-methylbutanethioate(213319-90-5)

Safety Data

• Hazardous Substances Data: 213319-90-5(Hazardous Substances Data)

Upstream product

• 161755-20-0 (-)-(4S,5R,2'S,3'R)-3-(3-hydroxy-2-methylbutanoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one 
• 75-08-1 ethanethiol 

Downstream Products

• 213319-97-2 Benzoic acid methoxycarbonyl-[(2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-(2-nitro-phenylselanylmethyl)-tetrahydro-pyran-2-yl]-methyl ester 
• 213319-95-0 methyl (2R,4R,5R,6R)-[5,6-dimethyl-4-(1,3-dithiolan-2-yl)-2-methoxytetrahydropyranyl]-2-O-benzoylglycolate 
• 213319-96-1 Benzoic acid ((2R,4R,5R,6R)-4-formyl-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-methoxycarbonyl-methyl ester 
• 206762-62-1 Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester 
• 206762-56-3 methyl (2R,4R,5R,6R)-[5,6-dimethyl-4-(hydroxymethyl)-2-methoxytetrahydropyranyl]-2-O-benzoylglycolate 

Relevant articles and documents

Palladium-catalyzed intramolecular allylic alkylation reaction in marine natural product synthesis: Enantioselective synthesis of (+)-methyl pederate, a key intermediate in syntheses of mycalamides

A novel preparation of (+)-methyl pederate (4), a key intermediate in syntheses of mycalamides (1), marine natural products from a New Zeland sponge of the genus Mycale, is described. The key step involves palladium- catalyzed intramolecular allylic alkylation of the carbonate 21, derived from (+)-(4R,5R,E)-5-(tert-butyldimethylsiloxy)-4-methyl-2-hexenol (13), yielding lactones 5 in 87% yield. Demethoxycarbonylation of the cyclization products 5 and further functional group transformations led to (+)-methyl pederate (4).