1364780-88-0

Basic information

• Product Name: C₁₆H₂₂LiNO₂
• CAS NO: 1364780-88-0
• Molecular Weight: 267.297
• Mol File: 1364780-88-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₁₆H₂₂LiNO₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₆H₂₂LiNO₂(1364780-88-0)
• EPA Substance Registry System: C₁₆H₂₂LiNO₂(1364780-88-0)

Safety Data

• Hazardous Substances Data: 1364780-88-0(Hazardous Substances Data)

Upstream product

• 57050-07-4 2-phenyl-3,4,5,6-tetrahydropyridine 
• 5414-21-1 5-bromopentan-1-nitrile 
• 3466-80-6 2-phenylpiperidine 
• 591-51-5 phenyllithium 
• 154874-89-2 tert-butyl 2-phenylipiperidine-1-carboxylate 
• 75844-69-8 t-butyl piperidinecarboxylate 

Downstream Products

• 1364781-74-7 tert-butyl 2-(methoxymethyl)-2-phenylpiperidine-1-carboxylate 
• 1364781-95-2 1-tert-butyl 2-methyl 2-phenylpiperidine-1,2-dicarboxylate 
• 1364781-79-2 tert-butyl 2-(3-methylbut-2-enyl)-2-phenylpiperidine-1-carboxylate 
• 1395055-66-9 (2R)-tert-butyl 2-methyl-2-phenylpiperidine-1-carboxylate 
• 1395055-67-0 C₁₉H₃₁NO₂Si 
• 1395055-68-1 (2R)-1-tert-butyl 2-ethyl 2-phenylpiperidine-1,2-dicarboxylate 
• 1395055-69-2 C₁₅H₁₃⁽²⁾H₆NO₂ 
• 1395055-83-0 C₁₆H₂₂⁽²⁾HNO₂ 
• 1272031-55-6 (R)-2-methyl-2-phenylpiperidine 
• 1395055-70-5 C₁₉H₂₇NO₂ 
• 1395055-71-6 C₂₃H₂₉NO₂ 
• 1364781-69-0 tert-butyl 2-butyl-2-phenylpiperidine-1-carboxylate 

Relevant articles and documents

Synthesis and kinetic resolution of N-Boc-2-arylpiperidines

The chiral base n-BuLi/(-)-sparteine or n-BuLi/(+)-sparteine surrogate promotes kinetic resolution of N-Boc-2-arylpiperidines by asymmetric deprotonation. The enantioenriched starting material was recovered with yields 39-48% and ers up to 97:3. On lithiation then electrophilic quench, 2,2-disubstituted piperidines were obtained with excellent yields and enantioselectivities.

Synthetic applications and inversion dynamics of configurationally stable 2-lithio-2-arylpyrrolidines and -piperidines

In diethyl ether, N-Boc-2-lithio-2-arylpiperidines have been found to be configurationally stable at -80 °C, whereas N-Boc-2-lithio-2- arylpyrrolidines are configurationally stable at -60 °C. Several tertiary benzylic carbanions derived from enantioenriched 2-aryl heterocycles have been successfully alkylated or acylated with little to no loss of enantiopurity. The scope of the reactions has been explored. The enantiomerization dynamics of N-Boc-2-lithio-2-phenylpyrrolidine and N-Boc-2-lithio-2-phenylpiperidine have been studied in the presence of different solvents and achiral ligands.