55228-77-8

Basic information

• Product Name: 2-depentylperhydrohistrionicotoxin
• Synonyms: 2-depentylperhydrohistrionicotoxin
• CAS NO: 55228-77-8
• Molecular Formula: C14H27NO
• Molecular Weight: 225.37028
• Mol File: 55228-77-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 345.6°C at 760 mmHg
• Flash Point: 89.5°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 3.82E-06mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: 2-depentylperhydrohistrionicotoxin(CAS DataBase Reference)
• NIST Chemistry Reference: 2-depentylperhydrohistrionicotoxin(55228-77-8)
• EPA Substance Registry System: 2-depentylperhydrohistrionicotoxin(55228-77-8)

Safety Data

• Hazardous Substances Data: 55228-77-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H27NO/c1-2-3-7-12-13(16)8-6-10-14(12)9-4-5-11-15-14/h12-13,15-16H,2-11H2,1H3/t12-,13+,14?/m1/s1

Upstream product

• 120883-60-5 (6S*,7S*,8S*,11S*)-7-butyl-8-((tert-butyldimethylsilyl)oxy)-11-iodo-1-(phenylmethyl)-1-azaspiro<5.5>undecane 
• 55228-76-7 (6SR,7SR,8SR)-7-n-butyl-8-hydroxy-1-azaspiro<5.5>undecane-2-one 
• 86851-83-4 7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol 
• 83562-31-6 (6RS,7SR,8SR)-7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol 
• 83562-26-9 1-Benzyl-7-butyl-1-aza-spiro[5.5]undecan-8-one 
• 83562-26-9 (6S,7R)-1-Benzyl-7-butyl-1-aza-spiro[5.5]undecan-8-one 
• 82260-32-0 (E)-4-nonen-1-ylmagnesium bromide 
• 81521-86-0 6-Hydroxy-6-((E)-non-4-enyl)-piperidin-2-one 
• 67613-85-8 7-N-butyl-8-formyloxy-1-azaspiro<5.5>undecane-2-one 
• 77204-60-5 1-benzyl-1-azaspiro<5.5>undec-7-en-9-one 
• 86817-84-7 1-Acetoxy-2-butyl-3-<4-(benzylamino)butyl>cyclohex-2-ene 
• 85612-38-0 2-Butyl-3-<4-(p-tolylsulfonoxy)butyl>cyclohex-2-en-1-ol 
• 88367-25-3 1-Acetoxy-2-butyl-3-<4-(p-tolylsulfonoxy)butyl>cyclohex-2-ene 
• 83562-28-1 1-benzyl-7-butyl-1-azaspirocyclo<5.5>undec-7-ene 

Downstream Products

• 55228-77-8 (6RS,7SR,8RS)-7-n-butyl-1-azaspiro<5.5>undecan-8-ol 

Relevant articles and documents

Combining the [2,3] sigmatropic rearrangement and ring-closing metathesis strategies for the synthesis of spirocyclic alkaloids. A short and efficient route to (±)-perhydrohistrionicotoxin

This paper describes the use of selenium-based [2,3] sigmatropic rearrangement in combination with ruthenium-catalyzed ring-closing metathesis (RCM) for the synthesis of azaspiro ring systems, as exemplified by the reactions of model substrates 5 and 6. T

New routes to perhydrohistrionicotoxin

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Synthesis of (+/-)-Depentylperhydrohistrionicotoxin

Palladium(0)-catalysed cyclisation of 3-acetoxy-1-(4-aminoalkyl)cyclohexenes provides convenient access to the 1-azaspiroundecane ring system found in the histrionicotoxins.Hydroboration of the 7-butyl derivative (4; R1 = Bun, R