120343-63-7

Basic information

• Product Name: (R)-N¹-α-methylbenzyl-1,2-DHP
• Synonyms: (R)-N¹-α-methylbenzyl-1,2-DHP
• CAS NO: 120343-63-7
• Molecular Weight: 185.269
• Mol File: 120343-63-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-N¹-α-methylbenzyl-1,2-DHP(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N¹-α-methylbenzyl-1,2-DHP(120343-63-7)
• EPA Substance Registry System: (R)-N¹-α-methylbenzyl-1,2-DHP(120343-63-7)

Safety Data

• Hazardous Substances Data: 120343-63-7(Hazardous Substances Data)

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 120343-60-4 (R)-1-phenylethylpyridinium chloride 
• 4185-69-7 1-(2,4-dinitrophenyl)-pyridinium chloride 

Downstream Products

• 120343-72-8 [(1R,4R,6R)-2-(1-Phenyl-ethyl)-2-aza-bicyclo[2.2.2]oct-7-en-6-yl]-methanol 
• 120343-73-9 ((1R,4S)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonic acid (1R,4R,6R)-2-(1-phenyl-ethyl)-2-aza-bicyclo[2.2.2]oct-7-en-6-ylmethyl ester 

Relevant articles and documents

Modified fry cyanation of a chiral pyridinium salt: Asymmetric syntheses of (-)-coniine and (-)-solenopsin A

The synthesis of chiral 2-cyano-Δ4-tetrahydropyridine 5 was carried out in 85 % yield through a modified two-step Fry reductive cyanation of pyridinium salt (+)-3c that used lithium triethylborohydride as the hydride donor. An alkylation-reduction sequence provided 2-alkyl-substituted tetrahydropyridines (+)-10a and (+)-10b in 72-75 % yield after chromatographic purification. This protocol has been applied to the asymmetric syntheses of piperidine alkaloids (-)-coniine and (-)-solenopsin A. The two-step reductive cyanation of chiral pyridinium salt (+)-3c afforded α-amino nitrile 5 in 85 % yield, which underwent an alkylation-reduction sequence followed by removal of the chiral moiety to yield the hemlock alkaloid (-)-coniine as its mandelate salt (>99:1 er). This reaction sequence was also used for the synthesis of the trans-2,6-disubstituted piperidine alkaloid (-)-solenopsin A. Copyright

Synthesis of chiral isoquinuclidines and determination of their absolute configuration

-