148968-09-6

Basic information

• Product Name: 2-Azetidinecarboxaldehyde, 1-(4-methoxyphenyl)-4-oxo-3-phenoxy-, (2R,3R)-
• CAS NO: 148968-09-6
• Molecular Formula: C17H15NO4
• Molecular Weight: 297.31
• Mol File: 148968-09-6.mol

Chemical Properties

• CAS DataBase Reference: 2-Azetidinecarboxaldehyde, 1-(4-methoxyphenyl)-4-oxo-3-phenoxy-, (2R,3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinecarboxaldehyde, 1-(4-methoxyphenyl)-4-oxo-3-phenoxy-, (2R,3R)-(148968-09-6)
• EPA Substance Registry System: 2-Azetidinecarboxaldehyde, 1-(4-methoxyphenyl)-4-oxo-3-phenoxy-, (2R,3R)-(148968-09-6)

Safety Data

• Hazardous Substances Data: 148968-09-6(Hazardous Substances Data)

Upstream product

• 133504-98-0 (3S,4R)-1-(4-Methoxy-phenyl)-4-{[(E)-4-methoxy-phenylimino]-methyl}-3-phenoxy-azetidin-2-one 
• 108908-70-9 cis-1-(p-anisyl)-3-phenoxy-4-styrylazetidin-2-one 
• 24978-42-5 1,4-bis(4'-methoxyphenyl)-1,4-diazabuta-1,3-diene 
• 701-99-5 Phenoxyacetyl chloride 
• 88315-63-3 (E)-4-methoxy-N-((E)-3-phenylallylidene)aniline 
• 104-94-9 4-methoxy-aniline 
• 108908-70-9 (3S,4R)-cis-1-(p-anisyl)-3-phenoxy-4-styrylazetidin-2-one 
• 148903-82-6 (3R,4S)-4-((1S,2S)-1-Amino-2-hydroxy-2-phenyl-ethyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one 
• 153472-31-2 C₃₄H₃₂N₂O₈ 
• 103174-01-2 (3R,4S)-cis-1-(p-anisyl)-3-phenoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one 
• 103239-04-9 N-(p-anisyl)-4-<(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>-methylene-imine 
• 148903-77-9 (3R,4S,4'S,5'S) N-(p-anisyl)-3-phenoxy-4-azetidin-2-one 
• 153472-20-9 C₂₁H₂₄N₂O₄ 
• 153472-24-3 C₃₇H₃₆N₂O₈ 

Downstream Products

• 126189-07-9 cis-1-(4-methoxyphenyl)-4-(2-nitrovinyl)-3-phenoxyazetidin-2-one 
• 133504-98-0 (3S,4R)-1-(4-Methoxy-phenyl)-4-{[(E)-4-methoxy-phenylimino]-methyl}-3-phenoxy-azetidin-2-one 
• 100-52-7 benzaldehyde 
• 5416-93-3 4-Methoxyphenyl isocyanate 
• 162900-36-9 [(Z)-4-Methoxy-phenylimino]-acetaldehyde 
• 108-95-2 phenol 
• 24978-42-5 1,4-bis(4'-methoxyphenyl)-1,4-diazabuta-1,3-diene 

Relevant articles and documents

Optically active 4-formyl β-lactams: Microwave-induced deacetonation-oxidation

Microwave-induced chiral synthesis of 4-formyl β-lactams is performed following a one-pot reaction. The deprotection of the ketal with aqueous bismuth nitrate and subsequent oxidation of the diol to aldehyde by aqueous sodium metaperiodate is accomplished

Stereocontrolled access to orthogonally protected anti,anti-4- aminopiperidine-3,5-diols through chemoselective reduction of enantiopure β-lactam cyanohydrins

(Chemical Equation Presented) The cyanosilylation of enantiopure 4-oxoazetidine-2-carbaldehydes with tert-butyldimethylsilyl cyanide was promoted by either molecular sieves or catalytic amount of sodium carbonate to give O-silylated β-lactam cyanohydrins

A practical ruthenium-catalyzed cleavage of the allyl protecting group in amides, lactams, imides, and congeners

A convenient methodology for the deprotection of N-allylic amide-like moieties was developed. The first examples accounting for the ruthenium-catalyzed deallylation of amides, lactams, imides, pyrazolidones, hydantoins, and oxazolidinones have been achieved by the sequential use of Grubbs carbene (isomerization step) and RuCl3 (oxidation step). A variety of substrates, including enantiopure multifunctional β- and γ-lactams, can be employed.

Application of (+)-(1S,2S)-2-amino-1-phenylpropan-1,3-diol in the formal total synthesis of carbapenems, novel 4-cyano-β-lactams and β-hydroxy aspartates

The imines derived from (+)-(1S,2S)-2-amino-1-phenylpropan-1,3-diol furnished cis-β-lactams stereoselectively on the Staudinger reaction. These homochiral cis-β-lactams were converted in to cis-β-lactams possessing aminol side chain at C-4. These aminols

Synthesis of optically pure 4-cyano and 4-formyl cis-β-lactams via enantiospecific Staudinger reaction

Imines 1 and 2 derived from (+)-(1S,2S)-2-amino-1-phenylpropan-1,3-diol on cycloaddition reaction using acid chlorides (or equivalent) 3-6 in the presence of triethylamine furnished stereoselectively cis-β-lactams 7a-f in good yields. The aminols 8b,c on treatment with lead tetraacetate under different reaction conditions gave 4-cyano (9b,c) and 4-formyl (10b,c) β-lactams in high yields.

Diastereoselective synthesis of bis-beta-lactams

Schiff bases derived from (±)-4-aldehydo-2- -azetidinones react with acid chlorides and triethylamine to produce (±)-bis-β-lactams in a diastereoselective fashion. The steric course of β-lactam fonnation was determined in one case by using chiral HPLC sep

A novel, general, totally stereoselective one-pot synthesis of cis-3-substituted 4-formylazetidin-2-ones

A general, totally stereoselective one-pot synthesis of cis-3-substituted-4-formylazetidin-2-ones based upon the reaction of acid chlorides and 1,4-bis-(4-methoxyphenyl)-1,4-diazabuta-1,3-diene, as synthetic equivalent of the corresponding unknown α-formy