132127-31-2

Basic information

• Product Name: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-
• CAS NO: 132127-31-2
• Molecular Formula: C18H29NO2Si
• Molecular Weight: 319.519
• Mol File: 132127-31-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-(132127-31-2)
• EPA Substance Registry System: 2-Azetidinone, 4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-(132127-31-2)

Safety Data

• Hazardous Substances Data: 132127-31-2(Hazardous Substances Data)

Usage

Structural Features

Contains a 2-azetidinone ring
Includes a phenyl group
Incorporates an organosilicon compound with three isopropyl groups

Stereochemistry

(3R,4S) configuration

Chirality

Exhibits chirality, meaning it has a specific arrangement of atoms that gives it a non-superimposable mirror image

Potential Applications

Pharmaceuticals
Materials science
Synthetic intermediate for other compounds

Unique Properties

Chiral nature enhances its potential for selective interactions in biological systems
The presence of the phenyl group and the organosilicon moiety may impart specific chemical and physical properties conducive to various applications

Importance

Offers opportunities for the development of novel drugs or materials
Provides a versatile building block for organic synthesis due to its distinct structure and reactivity.

Upstream product

• 120419-97-8 (E)-N-benzylidene-1,1,1-trimethylsilanamine 
• 132127-27-6 Triisopropylsilanyloxy-acetic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 132127-27-6 (1R,2S)-2-phenyl-1-cyclohexyl<(triisopropylsilyl)oxy>acetate 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 100-52-7 benzaldehyde 
• 13154-24-0 triisopropylsilyl chloride 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 132201-30-0 (+)-(1S,2R)-2-Phenyl-1-cyclohexyl triisopropylsilyloxyacetate 
• 880781-87-3 3-pentyl triisopropylsilyloxyacetate 
• 144465-78-1 1-(4-Methoxyphenyl)-3-triisopropylsilyloxy-4-phenyl-2-azetidinone 
• 186613-02-5 cis-1-p-methoxyphenyl-3-acetoxy-4-phenylazetidin-2-one 
• 194234-97-4 3-Hydroxy-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one 
• 94612-33-6 1-(4-methoxyphenyl)-4-phenylazetidine-2,3-dione 
• 146924-94-9 (3R,4S)-(+)-3-hydroxy-1-(4-methoxyphenyl)-4-phenyl-2-azetidinone 

Downstream Products

• 143843-04-3 (3R,4S)-1-(p-chlorobenzoyl)-3-<((R^*)-1'-ethoxyethyl)oxy>-4-phenyl-2-azetidinone 
• 326923-28-8 (3R,4S)-1-(4-Azido-benzoyl)-4-phenyl-3-triisopropylsilanyloxy-azetidin-2-one 
• 618886-96-7 (3R,4S)-1-(3-iodobenzoyl)-3-triisopropylsilyloxy-4-phenylazetidin-2-one 
• 181116-66-5 (3R,4S)-1-methoxycarbonyl-3-triisopropylsilyloxy-4-phenyl-azetidin-2-one 
• 132201-33-3 (2R,3S)-N-benzoyl-3-phenylisoserine 
• 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 
• 143843-07-6 7-(triethylsilyl)baccatin III 13-*)-1''-ethoxyethyl)-(2'R,3'S)-3'-phenylisoserinate> 
• 143843-02-1 (3R,4S)-1-(p-chlorobenzoyl)-3-<((R^*)-1'-ethoxyethyl)oxy>-4-phenyl-2-azetidinone 
• 149198-47-0 tert-butyl (3R,4S)-2-oxo-4-phenyl-3-(triethylsilyloxy)azetidine-1-carboxylate 
• 201856-57-7 1-tert-butoxycarbonyl-(3R,4S)-3-EEO-4-phenylazetidin-2-one 

Relevant articles and documents

Efficient and Practical Asymmetric Synthesis of the Taxol C-13 Side Chain, N-Benzoyl-(2R,3S)-3-phenylisoserine, and Its Analogues via Chiral 3-Hydroxy-4-aryl-β-lactams through Chiral Ester Enolate-Imine Cyclocondensation

A highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with >96percent ee is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenylisoserine, and its analogues.

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

Borneol derivatives, methods of manufacturing them, and their pharmaceutical use

PCT No. PCT/DE96/00297 Sec. 371 Date Aug. 28, 1998 Sec. 102(e) Date Aug. 28, 1998 PCT Filed Feb. 19, 1996 PCT Pub. No. WO96/25392 PCT Pub. Date Aug. 22, 1996Borneol derivatives of formula I in which R1 to R5 and X1 to X2 are defined in the specification, and the method of making the same.