1420013-23-5

Basic information

• Product Name: N-(2-bromo-3-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)phenyl)acetamide
• Synonyms: N-(2-bromo-3-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)phenyl)acetamide
• CAS NO: 1420013-23-5
• Molecular Weight: 368.346
• Mol File: 1420013-23-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(2-bromo-3-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)phenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-bromo-3-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)phenyl)acetamide(1420013-23-5)
• EPA Substance Registry System: N-(2-bromo-3-(2-hydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)phenyl)acetamide(1420013-23-5)

Safety Data

• Hazardous Substances Data: 1420013-23-5(Hazardous Substances Data)

Upstream product

• 1420012-49-2 N-(2-bromo-3-formylphenyl)acetamide 
• 1420012-35-6 (3-acetylamino-2-bromophenyl)methanol 
• 132169-30-3 2-bromo-(3-tert-butyldimethylsilyloxymethyl)aniline 
• 1420013-09-7 N-(2-bromo-3-(2-methoxyvinyl)phenyl)acetamide 
• 38002-45-8 3-bromo-1-(trimethylsilyl)-1-propyne 
• 1420013-02-0 C₁₀H₁₀BrNO₂ 
• 90407-20-8 2-bromo-3-(hydroxymethyl)-1-nitrobenzene 
• 573-54-6 2-bromo-3-nitro-benzoic acid 

Downstream Products

• 51867-06-2 1-benzoyl-1,2,2a,3-tetrahydrobenzindol-4-(5H)-one 
• 3006-19-7 methyl (6aRS,9RS,10aSR)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo<4,3-fg>quinoline-9-carboxylate 
• 2481-70-1 rac-9,10-dihydrolysergic acid 
• 1349-51-5 rac-9,10-dihydrolysergol 

Relevant articles and documents

Total synthesis of dihydrolysergic acid and dihydrolysergol: development of a divergent synthetic strategy applicable to rapid assembly of D-ring analogs

Abstract The total syntheses of dihydrolysergic acid and dihydrolysergol are detailed based on a Pd(0)-catalyzed intramolecular Larock indole cyclization for the preparation of the embedded tricyclic indole (ABC ring system) and a subsequent powerful inverse electron demand Diels-Alder reaction of 5-carbomethoxy-1,2,3-triazine with a ketone-derived enamine for the introduction of a functionalized pyridine, serving as the precursor for a remarkably diastereoselective reduction to the N-methylpiperidine D-ring. By design, the use of the same ketone-derived enamine and a set of related complementary heterocyclic azadiene [4+2] cycloaddition reactions permitted the late stage divergent preparation of a series of alternative heterocyclic derivatives not readily accessible by more conventional approaches.