468756-88-9

Basic information

• Product Name: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxobutyl]-4-(phenylmethyl)-, (4R)-
• CAS NO: 468756-88-9
• Molecular Formula: C15H19NO4
• Molecular Weight: 277.32
• Mol File: 468756-88-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxobutyl]-4-(phenylmethyl)-, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxobutyl]-4-(phenylmethyl)-, (4R)-(468756-88-9)
• EPA Substance Registry System: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxobutyl]-4-(phenylmethyl)-, (4R)-(468756-88-9)

Safety Data

• Hazardous Substances Data: 468756-88-9(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 101711-78-8 (3R)-3-propionyl-4-benzyloxazolidin-2-one 
• 75-07-0 acetaldehyde 

Downstream Products

• 1379802-66-0 (R)-4-benzyl-3-((2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanoyl)oxazolidin-2-one 
• 1132969-93-7 (2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanal oxime 
• 1132969-95-9 (R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol 
• 1132970-05-8 (R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)ethane-1,2-diol 
• 1132969-96-0 (R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one 
• 1132970-08-1 (R)-4-((1R,2S,3R,4S,5S)-5-(tert-butyldiphenylsilyloxy)-1,3-dihydroxy-2,4-dimethylhexyl)-1,3-dioxolan-2-one 
• 1132970-07-0 C₂₇H₃₈O₆Si 
• 1132970-10-5 (R)-1-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)ethane-1,2-diol 
• 1132969-86-8 (4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxane-4-carbaldehyde 
• 1132969-84-6 methyl (2Z,4E,6R,7S,8S,10E,14S)-14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-14-hydroxy-2-methoxy-4,6,8,10-tetramethyl-7-(triethylsilyloxy)tetradeca-2,4,10-trien-12-ynoate 
• 1132970-12-7 (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-hydroxy-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate 
• 1132970-13-8 (2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-(formyloxy)-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate 
• 1132969-98-2 methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate 
• 1132970-14-9 (3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-((2S,3R,4S,5S)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-4-methylhexan-2-yl)-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-one 

Relevant articles and documents

In vitro kinetic study of the squalestatin tetraketide synthase dehydratase reveals the stereochemical course of a fungal highly reducing polyketide synthase

Six potential diketide substrates for the squalestatin tetraketide synthase (SQTKS) dehydratase (DH) domain were synthesised as N-acetyl cysteamine thiolesters (SNAC) and tested in kinetic assays as substrates with an isolated DH domain. 3R-3-hydroxybutyryl SNAC 3R-16 was turned over by the enzyme, but its enantiomer was not. Of the four 2-methyl substrates only 2R,3R-2-methyl-3-hydroxybutyryl SNAC 2R,3R-8 was a substrate. Combined with stereochemical information from the isolated SQTKS enoyl reductase (ER) domain, our results provide a near complete stereochemical description of the first cycle of beta-modification reactions of a fungal highly reducing polyketide synthase (HR-PKS). The results emphasise the close relationship between fungal HR-PKS and vertebrate fatty acid synthases (vFAS).

New Routes to Chiral Evans Auxiliaries by Enzymatic Desymmetrisation and Resolution Strategies

This paper describes how enantiomerically enriched Evans auxiliaries can be successfully prepared by either an enzymatic desymmetrisation strategy or an asymmetric synthesis using racemic auxiliaries and an enzymatic resolution. Desymmetrisation of N-Boc-protected serinol has been achieved in good yield and high enantiomeric excess using porcine pancreas lipase. This has been exploited in different ways to prepare enantiomerically enriched (4R)- and (4S)-substituted 2-oxazolidinones. In another approach to asymmetric synthesis, starting from a racemic Evans auxiliary, by means of a diastereoselective aldol reaction coupled with a lipase-catalysed resolution, we achieved the preparation of enantiomerically enriched β-hydroxy acids and enantiomerically enriched 2-oxazolidinones.