133397-54-3

Basic information

• Product Name: (R)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane
• Synonyms: (R)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane;(R)-[[4-(2-Methoxyethyl)phenoxy]Methyl]oxirane
• CAS NO: 133397-54-3
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208
• Product Categories: Aromatics;Chiral Compounds;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 133397-54-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 300.6±17.0 °C(Predicted)
• Appearance: /
• Density: 1.099±0.06 g/cm3(Predicted)
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: (R)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane(133397-54-3)
• EPA Substance Registry System: (R)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane(133397-54-3)

Safety Data

• Hazardous Substances Data: 133397-54-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Liquid

Uses

Impurity of (R)-Metoprolol.

Upstream product

• 67843-74-7 (S)-epichlorohydrin 
• 56718-71-9 4-(2-methoxyethyl)phenol 
• 56718-70-8 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 67-56-1 methanol 
• 1107647-82-4 (2S)-1-chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propyl stearate 

Downstream Products

• 81024-43-3 (2R)-metoprolol 
• 81024-42-2 S-(-)-metoprolol 

Relevant articles and documents

A low toxic CRM1 degrader: Synthesis and anti-proliferation on MGC803 and HGC27

Chromosome region maintenance 1 (CRM1) is the sole nuclear exporter of several tumor suppressor, a growth regulatory protein as an attractive cancer drug target. In the present work, a novel CRM1 degrader was discovered from newly synthesized α, β-unsaturated-δ-lactone based on a natural product Goniothalamin. It induces apoptosis of both MGC803 and HGC27 cell lines via degrading CRM1. Selective inhibition was observed for the proliferation of gastric cancer cell lines MGC803, HGC27 comparing to Human Gastric Mucosal Epithelial Cell Line (GES1). For the first time, CRM1 inhibitor or degrader inducing apoptosis in gastric carcinoma was investigated.

Chemoenzymatic synthesis of the potential antihypertensive agent (2R,2′S)-β-hydroxyhomometoprolol

The kinetic resolution of 1-chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propanol rac-4 with Novozym 435 and vinyl stearate, a key step in the gram-scale synthesis of (2S)-2-[[(2R)-2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl]amino]-1-butanol (R,S)-1 a potent antihypertensive agent currently under investigation, is reported here. Our approach differs from the previously reported synthesis, which involves a tedious and poorly effective fractional crystallization of (R,S)-1. This novel approach incorporates an enzymatic resolution for the efficient preparation of the oxirane precursor (R)-3. The two main advantages arising from this strategy are the high enantioselectivity of the enzymatic process and the facilitated recovery of the hydrophobic stearate intermediate (S)-5.

Kinetic resolution of aryl glycidyl ethers : A practical synthesis of optically pure β-blocker - S-metoprolol

Kinetic resolution of (±)-aryl glycidyl ethers using (R,R)-salen Co(III)OAc and water provided enantiomerically pure arylglycidyl ether and 1-arylglycerol derivatives with high enantiomeric excess. Application of this approach to (S)-metoprolol has been d