201856-48-6

Basic information

• Product Name: (3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone
• Synonyms: (3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone
• CAS NO: 201856-48-6
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28
• Mol File: 201856-48-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 399.225 °C at 760 mmHg
• Flash Point: 195.245 °C
• Appearance: /
• Density: 1.14
• CAS DataBase Reference: (3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone(201856-48-6)
• EPA Substance Registry System: (3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone(201856-48-6)

Safety Data

• Hazardous Substances Data: 201856-48-6(Hazardous Substances Data)

Usage

General Description

(3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone is a chemical compound with a molecular formula C14H21NO3. It is a white to off-white crystalline solid and is commonly used as a pharmaceutical intermediate in the synthesis of various drugs. (3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone is a chiral molecule, meaning it has a non-superimposable mirror image, and has two stereocenters. It has been widely studied for its potential pharmacological properties, including its ability to inhibit certain enzymes and receptors in the body. Additionally, the ethoxyethoxy and phenyl groups attached to the azetidinone ring are important for its biological activity and overall pharmacokinetics. Overall, (3R,4S)-3-(1-Ethoxyethoxy)-4-phenyl-2-azetidinone is a versatile chemical that has potential applications in the pharmaceutical industry.

Upstream product

• 132127-34-5 (3R,4S)-3-hydroxy-4-phenylazetidin-2-one 
• 109-92-2 ethyl vinyl ether 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 75-75-2 methanesulfonic acid 
• 132127-31-2 3-Triisopropylsilyloxy-4-phenylazetidin-2-one 
• 100-52-7 benzaldehyde 
• 132127-31-2 (3R,4S)-3-triisopropylsilyloxy-4-phenylazetidin-2-one 

Downstream Products

• 143843-02-1 (3R,4S)-1-(p-chlorobenzoyl)-3-<((R^*)-1'-ethoxyethyl)oxy>-4-phenyl-2-azetidinone 
• 201856-53-3 (3R,4S)-3-(1-ethoxyethoxy)-4-(phenyl)-N-benzoyl-2-azetidinone 
• 144629-55-0 2'-EE-10-Deacetyl-7,10-bis(trichloroethoxycarbonyl)-taxol 
• 114915-18-3 10-Deacetyl-7,10-bis(trichloroethoxycarbonyl)-taxol 
• 115437-19-9 2'-(1-Ethoxyethoxy)-7-triethylsilyltaxol 
• 33069-62-4 paclitaxel 
• 143843-07-6 7-(triethylsilyl)baccatin III 13-*)-1''-ethoxyethyl)-(2'R,3'S)-3'-phenylisoserinate> 
• 143842-96-0 baccatin III 13- 
• 201856-57-7 1-tert-butoxycarbonyl-(3R,4S)-3-EEO-4-phenylazetidin-2-one 

Relevant articles and documents

A [...] he [...] synthesis process

A [...] he [...] synthesis process, in order to (3 R, 4 S) - 3 - hydroxy - 4 - phenyl - 2 - azetidinone as the starting material, adopts the one-pot synthesis, its first with vinyl ether condensation, with the BOC - anhydride is condensed directly [...] h

Anti-tumor compounds, pharmaceutical compositions, methods for preparation thereof and for treatment

The present invention is directed to novel taxanes useful as chemotherapeutic agents or their precursors. Processes for preparing the novel taxanes include coupling reactions, in the presence of a base, of baccatin of formula (III) or (IV) STR1 with β-lac

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.