343566-71-2

Basic information

• Product Name: Carbamic acid, [6-(3-butenyl)-1,2-dihydro-2-oxo-3-pyridinyl]-, phenylmethyl ester
• CAS NO: 343566-71-2
• Molecular Formula: C17H18N2O3
• Molecular Weight: 298.342
• Mol File: 343566-71-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [6-(3-butenyl)-1,2-dihydro-2-oxo-3-pyridinyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [6-(3-butenyl)-1,2-dihydro-2-oxo-3-pyridinyl]-, phenylmethyl ester(343566-71-2)
• EPA Substance Registry System: Carbamic acid, [6-(3-butenyl)-1,2-dihydro-2-oxo-3-pyridinyl]-, phenylmethyl ester(343566-71-2)

Safety Data

• Hazardous Substances Data: 343566-71-2(Hazardous Substances Data)

Upstream product

• 343566-70-1 6-but-3-enyl-2-hydroxynicotinic acid 
• 343566-69-8 6-but-3-enyl-2-hydroxynicotinamide 
• 343566-68-7 6-but-3-enyl-2-hydroxynicotinonitrile 
• 4241-27-4 2-hydroxy-6-methylnicotinonitrile 
• 100-51-6 benzyl alcohol 

Downstream Products

• 343566-72-3 (6-but-3-enyl-2-methoxypyridin-3-yl)carbamic acid benzyl ester 

Relevant articles and documents

Synthesis of an optically active, bicyclic 2-pyridone dipeptide mimetic

The eleven-step preparation of the bicyclic 2-pyridone dipeptide mimetic 1 [(3S)-6-(benzyloxycarbonylamino)-5-oxo-l,2,3,5-tetrahydroindolizine-3- carboxylic acid] in optically active form (60% ee) is described. Key steps in the synthesis of I include the osmium-catalyzed asymmetric dihydroxylation of olefin 13 [(6-but-3-enyl-2-methoxypyridin-3-yl)carbamic acid benzyl ester] and the intramolecular cyclization of protected diol 19 [(3'R)-{6-[4'-(tert-butyldimethylsilanyloxy)-3'-hydroxybutyl]-2- methoxypyridin-3-yl}carbamic acid benzyl ester] to afford the pyridinium salt 20 [(3S)-[3-(tert-butyldimethylsilanyloxymethyl)-5-methoxy-2,3-dihydro-1H- indolizin-6-yl]carbamic acid benzyl ester trifuoromethanesulfonic acid salt]. Several alternate methods to prepare olefin 13 are also discussed.