1-Piperidinecarboxylicacid,3-cyano-2-methyl-,1,1-dimethylethylester,(2R,3S)-rel-(9CI)

Base Information

• Chemical Name: 1-Piperidinecarboxylicacid,3-cyano-2-methyl-,1,1-dimethylethylester,(2R,3S)-rel-(9CI)
• CAS No.: 828300-54-5
• Molecular Formula: C₁₂H₂₀N₂O₂
• Molecular Weight: 224.303
• Mol file: 828300-54-5.mol

Synonyms:1-Piperidinecarboxylicacid,3-cyano-2-methyl-,1,1-dimethylethylester,(2R,3S)-rel-(9CI)

Chemical Property of 1-Piperidinecarboxylicacid,3-cyano-2-methyl-,1,1-dimethylethylester,(2R,3S)-rel-(9CI)

Chemical Property:

• Melting Point: 69 °C
• Boiling Point: 333.0±35.0 °C(Predicted)
• PKA: -3.36±0.60(Predicted)
• PSA: 53.33000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 2.48348

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperidinecarboxylicacid,3-cyano-2-methyl-,1,1-dimethylethylester,(2R,3S)-rel-(9CI)

There total 11 articles about 1-Piperidinecarboxylicacid,3-cyano-2-methyl-,1,1-dimethylethylester,(2R,3S)-rel-(9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

tert-butyl (2R*,3R*)-3-carbamoyl-2-methylpiperidine-1-carboxylate → tert-butyl (2R*,3R*)-3-cyano-2-methylpiperidine-1-carboxylate (828300-54-5,828300-48-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; for 0.25h;

DOI:10.1016/j.tet.2004.10.039

Reference yield: 93.0%

trans-N-tert-butoxycarbonyl-2-methylpiperidine-3-carboxamide → trans-N-tert-butoxycarbonyl-3-cyano-2-methylpiperidine (828300-54-5,828300-48-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; for 0.25h;

DOI:10.1016/j.tet.2004.10.039

Reference yield:

(2R*,3R*)-1-[(tert-butoxy)carbonyl]-2-methylpiperidine-3-carboxylic acid (828300-51-2,828300-45-4) → tert-butyl (2R*,3R*)-3-cyano-2-methylpiperidine-1-carboxylate (828300-54-5,828300-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / pyridine; (NH₄)HCO₃ / dioxane / 18 h

2: 93 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 0.25 h

With pyridine; oxalyl dichloride; ammonium bicarbonate; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.tet.2004.10.039

upstream raw materials:

methyl-2 nipecotate d'ethyle

di-tert-butyl dicarbonate

(2R*,3R*)-1-[(tert-butoxy)carbonyl]-2-methylpiperidine-3-carboxylic acid

trans-(±)-1-(tert-butoxycarbonyl)-2-methylpiperidine-3-carboxylic acid