1379671-64-3

Basic information

• Product Name: (+)-(2S,6S)-2-(cyanomethyl)-6-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-6-(trifluoromethyl)-1,2,3,6-tetrahydropyridine
• Synonyms: (+)-(2S,6S)-2-(cyanomethyl)-6-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-6-(trifluoromethyl)-1,2,3,6-tetrahydropyridine
• CAS NO: 1379671-64-3
• Molecular Weight: 340.345
• Mol File: 1379671-64-3.mol

Chemical Properties

• CAS DataBase Reference: (+)-(2S,6S)-2-(cyanomethyl)-6-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-6-(trifluoromethyl)-1,2,3,6-tetrahydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2S,6S)-2-(cyanomethyl)-6-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-6-(trifluoromethyl)-1,2,3,6-tetrahydropyridine(1379671-64-3)
• EPA Substance Registry System: (+)-(2S,6S)-2-(cyanomethyl)-6-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-6-(trifluoromethyl)-1,2,3,6-tetrahydropyridine(1379671-64-3)

Safety Data

• Hazardous Substances Data: 1379671-64-3(Hazardous Substances Data)

Upstream product

• 1379671-59-6 (-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one 
• 1009606-69-2 C₁₆H₁₆F₃I₂NO₂ 
• 1009605-87-1 (2R,5R)-3-(pent-4-enyl)-5-phenyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-2-ol 
• 1009605-77-9 (R)-3-(pent-4-enyl)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one 

Relevant articles and documents

Stereoselective access to fluorinated and non-fluorinated quaternary piperidines: Synthesis of pipecolic acid and iminosugar derivatives

The preparation of optically pure quaternary piperidines, both fluorinated and non-fluorinated, has been achieved from a chiral imino lactone derived from (R)-phenylglycinol. In the case of the fluorinated derivatives, the addition of (trifluoromethyl)trimethylsilane (TMSCF3) followed by iodoamination and migration of the CF3 group allowed access to four derivatives of α-(trifluoromethyl)pipecolic acid. A theoretical study of the CF 3-group rearrangement has been carried out to help establish the reaction mechanism of this uncommon transformation. Moreover, a route to trifluoromethyl-substituted iminosugars was also developed through the diastereoselective dihydroxylation of suitable synthetic intermediates. Conversely, alkylation of the starting substrate and subsequent cross-metathesis and aza-Michael reactions led to α-alkyl derivatives of the target compounds. Copyright