tert-Butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate
• CAS No.: 887592-68-9
• Molecular Formula: C₁₃H₂₀N₂O₃
• Molecular Weight: 252.313
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70694975
• Mol file: 887592-68-9.mol

Synonyms:887592-68-9;tert-Butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate;2-(2-cyano-acetyl)-piperidine-1-carboxylic acid tert-butyl ester;2-(2-cyanoacetyl)piperidine-1-carboxylic acid tert-butyl ester;SCHEMBL17822384;DTXSID70694975;SB43748;SB47423;SB47424;tert-Butyl 2-(cyanoacetyl)piperidine-1-carboxylate;tert-Butyl2-(2-cyanoacetyl)piperidine-1-carboxylate

Chemical Property of tert-Butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate

Chemical Property:

• PSA: 70.40000
• LogP: 2.19668
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 252.14739250
• Heavy Atom Count: 18
• Complexity: 375

Purity/Quality:

98% ^*data from raw suppliers

2-(2-cyano-acetyl)-piperidine-1-carboxylicacidtert-butylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1C(=O)CC#N

Technology Process of tert-Butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate

There total 3 articles about tert-Butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate 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:

(S)-1-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (200184-53-8) + acetonitrile (75-05-8,26809-02-9) → tert-butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate (887592-68-9)

Guidance literature:

acetonitrile; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

(S)-1-tert-butyl 2-methyl piperidine-1,2-dicarboxylate; In tetrahydrofuran; for 2h;

Reference yield:

acetonitrile (75-05-8,26809-02-9) + 2-(Imidazole-1-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester → tert-butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate (887592-68-9)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.bmcl.2010.10.114

Reference yield:

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid (26250-84-0) → tert-butyl 2-(2-cyanoacetyl)piperidine-1-carboxylate (887592-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

2.2: 2 h

With potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

acetonitrile

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

(S)-1-tert-butyl 2-methyl piperidine-1,2-dicarboxylate