423763-79-5

Basic information

• Product Name: (1R,3S)-2-oxiranyl-1-phenyl-ethanol
• Synonyms: (1R,3S)-2-oxiranyl-1-phenyl-ethanol
• CAS NO: 423763-79-5
• Molecular Weight: 164.204
• Mol File: 423763-79-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1R,3S)-2-oxiranyl-1-phenyl-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3S)-2-oxiranyl-1-phenyl-ethanol(423763-79-5)
• EPA Substance Registry System: (1R,3S)-2-oxiranyl-1-phenyl-ethanol(423763-79-5)

Safety Data

• Hazardous Substances Data: 423763-79-5(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 423763-77-3 (1R)-carbonic acid tert-butyl ester 1-phenylbut-3-enyl ester 
• 85551-57-1 (R)-1-Phenylbut-3-en-1-ol 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 423763-78-4 (4S,6R)-4-iodomethyl-6-phenyl[1,3]dioxan-2-one 

Downstream Products

• 423763-80-8 tert-Butyl-dimethyl-((R)-2-(S)-oxiranyl-1-phenyl-ethoxy)-silane 
• 497-88-1 (-)-sedamine 
• 90-69-7 lobeline 
• 491837-37-7 (1S)-2-((S)-oxiranyl)-1-phenylethanol 
• 491837-39-9 (1S,3S)-tert-butyldimethyl(2-oxiranyl-1-phenylethoxy)silane 
• 491837-40-2 (1S,3R)-1-(tert-butyldimethylsilanoxy)-1-phenylhept-6-en-3-ol 
• 491837-42-4 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]pent-4-enyl}methylamine 
• 491837-41-3 (2'S,1R)-methanesulfonic acid 1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]pent-4-enyl ester 
• 491837-46-8 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-5-oxopentyl}methylcarbamic acid tert-butyl ester 
• 491837-43-5 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]pent-4-enyl}methylcarbamic acid tert-butyl ester 
• 491837-44-6 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-5-hydroxypentyl}methylcarbamic acid tert-butyl ester 
• 491837-45-7 (5S,7S)-methanesulfonic acid 5-(tert-butoxycarbonylmethylamino)-7-(tert-butyldimethylsilanoxy)-7-phenylheptyl ester 
• 491837-47-9 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-7-oxo-7-phenylhept-5-enyl}methylcarbamic acid tert-butyl ester 
• 423763-86-4 methanesulfonic acid 5-(tert-butoxycarbonyl-methyl-amino)-7-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-heptyl ester 

Relevant articles and documents

A highly stereoselective asymmetric synthesis of (-)-lobeline and (-)-sedamine

A highly stereoselective asymmetric synthesis of (-)-sedamine and (-)-lobeline is described from benzaldehyde in 16 and 17 steps with an overall yield of 20% and 14%, respectively. The key intermediate syn-3,4-epoxyalcohol was prepared in a highly diastereomeric fashion (>99% ee, dr) and served as a common intermediate for both alkaloids.