132201-31-1

Basic information

• Product Name: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3S,4R)-
• CAS NO: 132201-31-1
• Molecular Formula: C18H29NO2Si
• Molecular Weight: 319.519
• Mol File: 132201-31-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3S,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3S,4R)-(132201-31-1)
• EPA Substance Registry System: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3S,4R)-(132201-31-1)

Safety Data

• Hazardous Substances Data: 132201-31-1(Hazardous Substances Data)

Upstream product

• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 132127-27-6 (1R,2S)-2-phenyl-1-cyclohexyl<(triisopropylsilyl)oxy>acetate 
• 132201-30-0 (+)-(1S,2R)-2-Phenyl-1-cyclohexyl triisopropylsilyloxyacetate 
• 100-52-7 benzaldehyde 
• 13154-24-0 triisopropylsilyl chloride 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 880781-87-3 3-pentyl triisopropylsilyloxyacetate 
• 120419-97-8 (E)-N-benzylidene-1,1,1-trimethylsilanamine 
• 618428-34-5 (3S,4R)-1-(4-Methoxy-phenyl)-4-phenyl-3-triisopropylsilanyloxy-azetidin-2-one 
• 132127-27-6 Triisopropylsilanyloxy-acetic acid (1R,2S)-2-phenyl-cyclohexyl ester 

Downstream Products

• 114915-18-3 10-Deacetyl-7,10-bis(trichloroethoxycarbonyl)-taxol 
• 115437-19-9 2'-(1-Ethoxyethoxy)-7-triethylsilyltaxol 
• 201856-53-3 (3R,4S)-3-(1-ethoxyethoxy)-4-(phenyl)-N-benzoyl-2-azetidinone 
• 201856-48-6 (3R,4S)-3-<((R^*)-1'-ethoxyethyl)oxy>-4-phenyl-2-azetidinone 
• 33069-62-4 paclitaxel 
• 132201-33-3 (2R,3S)-N-benzoyl-3-phenylisoserine 
• 618428-65-2 C₆₅H₇₇NO₁₅Si 
• 618428-04-9 2'-triisopropylsilyl-7-triethylsilyl-epi-paclitaxel 
• 618428-51-6 C₆₁H₇₉NO₁₅Si 
• 618428-05-0 2'-triisopropylsilyl-epi-paclitaxel 
• 618428-21-0 2-debenzoyl-2-cinnamoyl-epi-paclitaxel 
• 618428-32-3 (3S,4R)-1-benzoyl-3-triisopropylsilyloxy-4-phenylazetidin-2-one 
• 132201-32-2 (2R,3S)-3-phenylisoserine hydrochloride 
• 132127-34-5 (3R,4S)-3-hydroxy-4-phenylazetidin-2-one 

Relevant articles and documents

Asymmetric mannich-type addition of lithium glycolates to imines producing 3-hydroxy-4-phenylazetidin-2-ones

The external chiral ligand-controlled asymmetric Mannich-type reaction of a binary-or ternary-complexed lithium ester enolate of protected glycolates with benzaldehyde imines gave the corresponding 3-trialkylsilyl-oxy-4-phenylazetidin-2-ones, applicable a

New and efficient approaches to the semisynthesis of taxol and its C-13 side chain analogs by means of β-lactam synthon method

Highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with excellent enantiomeric purity is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenyl-isoserine and its analogs. (3R,4S)-N-benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone readily derived from the 3-hydroxy-4-phenyl-β-lactam is coupled with protected baccatin IIIs, followed by deprotection to give optically pure taxol and 10-deacetyl-7,10-bis(Troc)-taxol in good yields. Fully assigned 1H, 13C, and 2D (COSY and HETCOR) NMR spectra of taxol thus synthesized are shown and discussed.