161755-20-0

Basic information

• Product Name: (-)-(4S,5R,2'S,3'R)-3-(3-hydroxy-2-methylbutanoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one
• Synonyms: (-)-(4S,5R,2'S,3'R)-3-(3-hydroxy-2-methylbutanoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one
• CAS NO: 161755-20-0
• Molecular Weight: 277.32
• Mol File: 161755-20-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-(4S,5R,2'S,3'R)-3-(3-hydroxy-2-methylbutanoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(4S,5R,2'S,3'R)-3-(3-hydroxy-2-methylbutanoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one(161755-20-0)
• EPA Substance Registry System: (-)-(4S,5R,2'S,3'R)-3-(3-hydroxy-2-methylbutanoyl)-4-methyl-5-phenyl-1,3-oxazolidin-2-one(161755-20-0)

Safety Data

• Hazardous Substances Data: 161755-20-0(Hazardous Substances Data)

Upstream product

• 77877-20-4 (4S,5R)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one 
• 16251-45-9 (4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one 

Downstream Products

• 161690-22-8 (2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-butan-1-ol 
• 161690-24-0 tert-Butyl-((1R,2R)-1,2-dimethyl-but-3-ynyloxy)-diphenyl-silane 
• 161690-23-9 (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-butyraldehyde 
• 161690-21-7 (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-butyric acid 
• 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 
• 16251-45-9 (4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one 
• 213319-90-5 (+)-S-ethyl (2S,3R)-3-hydroxy-2-methylbutanethioate 
• 161690-20-6 (4S,5R)-3-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-butyryl]-4-methyl-5-phenyl-oxazolidin-2-one 

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).