(S)-1-N-Boc-2-Cyano-piperidine

Base Information

• Chemical Name: (S)-1-N-Boc-2-Cyano-piperidine
• CAS No.: 242459-44-5
• Molecular Formula: C11H18N2O2
• Molecular Weight: 210.27
• Hs Code.: 2933399090
• European Community (EC) Number: 674-844-9
• DSSTox Substance ID: DTXSID00426584
• Nikkaji Number: J2.619.763E
• Wikidata: Q72459002
• Mol file: 242459-44-5.mol

Synonyms:242459-44-5;(S)-1-N-Boc-2-Cyano-piperidine;(S)-1-Boc-2-Cyanopiperidine;(s)-tert-butyl 2-cyanopiperidine-1-carboxylate;tert-Butyl (2S)-2-cyanopiperidine-1-carboxylate;(s)-1-n-boc-2-cyanopiperidine;(s)-n-boc-2-cyanopiperidine;1-piperidinecarboxylic acid, 2-cyano-, 1,1-dimethylethyl ester, (2s)-;SCHEMBL19055875;DTXSID00426584;LKAJZBMOVZIKHA-VIFPVBQESA-N;1-n-boc-2-(s)-cyano-piperidine;MFCD04115365;AKOS007930630;AKOS015897917;AC-2184;AS-45736;CS-0028252;(s)-tert-butyl-2-cyanopiperidine-1-carboxylate;B66763;tert-butyl (2S)-2-cyano-1-piperidinecarboxylate;Q-103011;(2S)-1-(tert-Butoxycarbonyl)piperidine-2alpha-carbonitrile;(s)-2-cyano-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-1-N-Boc-2-Cyano-piperidine

Chemical Property:

• Boiling Point: 325.3 °C at 760 mmHg
• PKA: -4.85±0.40(Predicted)
• Flash Point: 150.5 °C
• PSA: 53.33000
• Density: 1.07 g/cm³
• LogP: 2.23748
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 210.136827821
• Heavy Atom Count: 15
• Complexity: 285

Purity/Quality:

98%min ^*data from raw suppliers

(S)-1-N-Boc-2-cyano-piperidine ^*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#N
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCCC[C@H]1C#N

Technology Process of (S)-1-N-Boc-2-Cyano-piperidine

There total 3 articles about (S)-1-N-Boc-2-Cyano-piperidine 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: 81.0%

(S)-2-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester (78058-41-0) → tert-butyl (S)-2-cyanopiperidin-1-carboxylate (242459-44-5)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201303442

Reference yield:

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid (26250-84-0) → tert-butyl (S)-2-cyanopiperidin-1-carboxylate (242459-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere

1.2: 16 h / Inert atmosphere

2.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 18 h / 0 - 20 °C / Inert atmosphere

With chloroformic acid ethyl ester; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran;

DOI:10.1002/anie.201303442

Reference yield:

→ tert-butyl (S)-2-cyanopiperidin-1-carboxylate (242459-44-5)

Guidance literature:

upstream raw materials:

(S)-2-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester

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

Refernces

• 1、 -. "Heterocyclic compounds as inhibitors of rotomase enzymes". . . Retrieved 2008/06/13.