111955-92-1

Basic information

• Product Name: (3R,4S)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone
• Synonyms: (3R,4S)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone
• CAS NO: 111955-92-1
• Molecular Weight: 487.596
• Mol File: 111955-92-1.mol

Chemical Properties

• CAS DataBase Reference: (3R,4S)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone(111955-92-1)
• EPA Substance Registry System: (3R,4S)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone(111955-92-1)

Safety Data

• Hazardous Substances Data: 111955-92-1(Hazardous Substances Data)

Upstream product

• 19293-62-0 p,p'-dimethoxybenzhydrylamine 
• 74130-31-7 3-(benzyloxy)-2-methylpropanal 
• 674-82-8 4-methyleneoxetan-2-one 
• 111865-78-2 [3-Benzyloxy-2-methyl-prop-(E)-ylidene]-[bis-(4-methoxy-phenyl)-methyl]-amine 
• 74924-27-9 methyl (S)-3-benzyloxy-2-methylpropanoate 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 63930-49-4 (R)-3-(benzyloxy)-2-methylpropan-1-ol 
• 115757-28-3 (S)-1-(Benzyloxy)-3,3-dimethoxy-2-methylpropane 
• 100-39-0 benzyl bromide 
• 79027-28-4 (2S)-3-(benzyloxy)-2-methylpropanal 
• 116051-15-1 [(R)-3-Benzyloxy-2-methyl-prop-(E)-ylidene]-[bis-(4-methoxy-phenyl)-methyl]-amine 
• 111865-78-2 [(R)-3-Benzyloxy-2-methyl-prop-(E)-ylidene]-[bis-(4-methoxy-phenyl)-methyl]-amine 

Downstream Products

• 118758-77-3 (3R,4S)-1-(di-p-anisylmethyl)-3-acetyl-4-<(R)-1-(hydroxymethyl)ethyl>-2-azetidinone 
• 118758-78-4 (3R,4S)-3-acetyl-4-<(R)-1-(benzyloxymethyl)ethyl>-2-azetidinone 

Relevant articles and documents

Palladium(II)-Catalyzed Asymmetric Acetalization of Alkenes

The terminal olefinic carbon of N-methaacryloyl-2-oxazolidinones is smoothly acetalized by alcohols in the presence of PdCl2 catalyst.The use of 4(S)-isopropyl-, phenyl-, and tert-butyl-2-oxazolidinones as the chiral auxiliary resulted in the formation of the corresponding (2'S)-acetals in 61, 80, and 95percent de, respectively.Reductive removal of the auxiliary with LiAlH4 followed by deacetalization produced (R)-3-hydroxy-2-methylpropanal.The enantiomer of this compound, derived from 4(R)-substituted oxazolidinones, served as a building block for synthesizing a 1β-methylcarbapenem precursor in high enantiomeric excess.In the acetalization of 3',3'-dideuteriated methacryloyl-4-isopropyloxazolidinone with MeOH, one D-atom on the terminal olefinic carbon stereoselectively migrated to the chiral center in the product acetal.On the basis of this 1,2-hydride migration and the conformational preference of the methacryloyl moiety, the reaction pathway and the mechanism of the diastereoselection are discussed.