482374-41-4

Basic information

• Product Name: [6-(2-bromo-3-dimethoxymethyl-6-methoxyphenoxy)cyclohex-1-enyl]acetonitrile
• Synonyms: [6-(2-bromo-3-dimethoxymethyl-6-methoxyphenoxy)cyclohex-1-enyl]acetonitrile
• CAS NO: 482374-41-4
• Molecular Weight: 350.212
• Mol File: 482374-41-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [6-(2-bromo-3-dimethoxymethyl-6-methoxyphenoxy)cyclohex-1-enyl]acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: [6-(2-bromo-3-dimethoxymethyl-6-methoxyphenoxy)cyclohex-1-enyl]acetonitrile(482374-41-4)
• EPA Substance Registry System: [6-(2-bromo-3-dimethoxymethyl-6-methoxyphenoxy)cyclohex-1-enyl]acetonitrile(482374-41-4)

Safety Data

• Hazardous Substances Data: 482374-41-4(Hazardous Substances Data)

Upstream product

• 773837-37-9 sodium cyanide 
• 1428990-20-8 (-)-2-bromo-3-(2-((tert-butyldiphenylsiloxy)methyl)cyclohex-2-enyloxy)-4-methoxybenzaldehyde 
• 1428990-16-2 2-((tert-butyldiphenylsiloxy)methyl)cyclohex-2-enyl ethenyl carbonate 
• 1428990-15-1 2-tert-butyldiphenylsiloxymethyl-2-cyclohexenol 
• 238434-65-6 2-(hydroxymethyl)cyclohex-2-en-1-ol 
• 482374-40-3 [6-(2-bromo-3-dimethoxymethyl-6-methoxyphenoxy)cyclohex-1-enyl]methanol 
• 312920-40-4 (S)-(-)-methyl 6-(2-bromo-3-formyl-6-methoxyphenoxy)-cyclohex-1-enecarboxylate 
• 312920-36-8 methyl 6-(2,2,2-trichloroethoxycarbonyloxy)cyclohex-1-enoate 
• 2973-58-2 2-bromoisovanillin 
• 621-59-0 isovanillin 
• 865780-25-2 methyl 6-hydroxy-cyclohex-1-enecarboxylate 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 869369-38-0 [(S)-6-(2-Bromo-3-dimethoxymethyl-6-methoxy-phenoxy)-cyclohex-1-enyl]-acetonitrile 

Downstream Products

• 1668-85-5 (-)-epigalanthamine 
• 357-70-0 Galantamine 
• 76-57-3 codeine 
• 57-27-2 MORPHIN 

Relevant articles and documents

Pd-catalyzed asymmetric allylic etherification using chiral biphenol-based diphosphinite ligands and its application for the formal total synthesis of (-)-galanthamine

A library of novel chiral biphenol-based diphosphinite (BOP) ligands was designed and created. These BOP ligands were applied to a Pd-catalyzed intermolecular allylic etherification reaction, which provided a key intermediate for the formal total synthesis of (-)-galanthamine with 97% ee in 97% yield.

An efficient enantioselective synthesis of (-)-galanthamine

An effective sequence: Palladium-catalyzed asymmetric allylic alkylation, Heck cyclization, and diastereoselective allylic oxidation were used in the total synthesis of (-)-galanthamine (3) in 14.8 % overall yield (from 1 and 2, Troc = 2,2,2-trichloroethoxycarbonyl) and with 96 % ee. This improved procedure provides the shortest and most efficient nonbiomimetic synthesis of the acetylcholinesterase inhibitor.