52346-11-9

Basic information

• Product Name: tert-butyl [(3R,4S)-3-ethenylpiperidin-4-yl]acetate
• Synonyms: 4-piperidineacetic acid, 3-ethenyl-, 1,1-dimethylethyl ester, (3R,4S)-; tert-Butyl [(3R,4S)-3-vinylpiperidin-4-yl]acetate
• CAS NO: 52346-11-9
• Molecular Formula: C₁₃H₂₃NO₂
• Molecular Weight: 225.3272
• Mol File: 52346-11-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 291.8°C at 760 mmHg
• Flash Point: 130.3°C
• Density: 0.977g/cm³
• Vapor Pressure: 0.00191mmHg at 25°C
• Refractive Index: 1.491
• CAS DataBase Reference: tert-butyl [(3R,4S)-3-ethenylpiperidin-4-yl]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl [(3R,4S)-3-ethenylpiperidin-4-yl]acetate(52346-11-9)
• EPA Substance Registry System: tert-butyl [(3R,4S)-3-ethenylpiperidin-4-yl]acetate(52346-11-9)

Safety Data

• Hazardous Substances Data: 52346-11-9(Hazardous Substances Data)

Upstream product

• 865-47-4 potassium tert-butylate 
• 75-65-0 tert-butyl alcohol 
• 14528-53-1 6'-methoxycinchoninone 
• 84-31-1 quininone 
• 130-95-0 quinine 
• 130-95-0 Quinine 

Downstream Products

• 128638-54-0 N-benzyl meroquinene t-butyl ester 
• 138874-55-2 (3R)-1-azabicyclo[2.2.2]octan-3-ylmethanol 
• 147780-50-5 (+)-R-mequitazine 
• 52346-13-1 N-benzoylmeroquinene tert-butyl ester 
• 52346-14-2 4a(S),8a(R)-2-benzoyl-1,3,4,4a,5,8a-hexahydro-6(2H)-isoquinolinone 
• 52390-26-8 4a(S),8a(R)-2-benzoyloctahydro-6(2H)-isoquinolinone 

Relevant articles and documents

Piperidine and octahydropyrano[3,4-c] pyridine scaffolds for drug-like molecular libraries of the European Lead Factory

We report short and efficient scalable syntheses of enantiomerically pure (3R,4S)-3-(hydroxymethyl4-(hydroxyethyl))-piperidine and 1-hydroxymethyl-octahydro-1H-pyrano[3,4-c]pyridine scaffolds. The alkaloid core was readily synthesized from naturally occurring quinine and can serve as a valued starting point for drug-discovery. Cleavage of a terminal 1,2-diol and acid catalysed epoxide opening cyclization are the key steps involved. A number of members of a projected small-molecular library is synthesized for each scaffold.

VINYL QUINUCLIDINE USEFUL AS A SYNTHESIS INTERMEDIATE IN THE PREPARATION OF (R)-MEQUITAZINE

The present invention relates to the use of the vinyl quinuclidine enantiomer (R) of the following formula 2 as a synthesis intermediate in the preparation of (R)-mequitazine.

Synthesis of cis-4a(S),8a(R)-perhydro-6(2H)-isoquinolinones from quinine: 4a(S), 8a(R)-2-benzoyloctahydro-6(2H)-isoquinolinone: [ 6(2H)-isoquinolinone, 2-benzoyloctahydro-, (4aS-cis)- ]

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