340825-63-0

Basic information

• Product Name: (R)-2-(4-benzyloxyphenethyl)oxirane
• Synonyms: (R)-2-(4-benzyloxyphenethyl)oxirane
• CAS NO: 340825-63-0
• Molecular Weight: 254.329
• Mol File: 340825-63-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-2-(4-benzyloxyphenethyl)oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-(4-benzyloxyphenethyl)oxirane(340825-63-0)
• EPA Substance Registry System: (R)-2-(4-benzyloxyphenethyl)oxirane(340825-63-0)

Safety Data

• Hazardous Substances Data: 340825-63-0(Hazardous Substances Data)

Upstream product

• 68486-77-1 3-(4-(benzyloxy)phenyl)propanal 
• 6272-45-3 4-benzyloxycinnamic acid 
• 100-39-0 benzyl bromide 
• 123-08-0 4-hydroxy-benzaldehyde 
• 134721-17-8 1-(benzyloxy)-4-(but-3-en-1-yl)benzene 
• 61440-45-7 3-[4-(benzyloxy)phenyl]propan-1-ol 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 340825-62-9 Toluene-4-sulfonic acid (R)-4-(4-benzyloxy-phenyl)-2-hydroxy-butyl ester 

Downstream Products

• 1244033-28-0 (+)-4-(2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethyl)phenyl acetate 

Relevant articles and documents

Catalytic δ-hydroxyalkynone rearrangement in the stereoselective total synthesis of centrolobine, engelheptanoxides A and C and analogues

A catalytic stereoselective total synthesis of centrolobine and engelheptanoxides A and C has been completed via a metal-free catalytic δ-hydroxyalkynone rearrangement to 2,3-dihydro-4H-pyran-4-one and diastereoselective hydrogenation to the all syn-2,4,6-trisubstituted pyran strategy. The onliest required chirality was introduced by Jacobsen kinetic resolution, which further directed the diastereoselective hydrogenation. A first stereoselective synthesis of engelheptanoxide A is also accomplished. The analogues and derivatives of centrolobine and engelheptanoxides prepared were evaluated for antitubercular activity against M. tuberculosis H37Rv ATCC 27294.