Tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate
• CAS No.: 158144-79-7
• Molecular Formula: C17H22N2O2
• Molecular Weight: 286.374
• DSSTox Substance ID: DTXSID10443843
• Wikidata: Q82261813
• Mol file: 158144-79-7.mol

Synonyms:158144-79-7;TERT-BUTYL 4-CYANO-4-PHENYLPIPERIDINE-1-CARBOXYLATE;1-Boc-4-cyano-4-phenylpiperidine;TERT-BUTYL 4-CYANO-4-PHENYL-1-PIPERIDINECARBOXYLATE;1-N-BOC-4-PHENYLPIPERIDINE-4-CARBONITRILE;1-BOC-4-CYANO-4-PHENYL-PIPERIDINE;1-Boc-4-phenylpiperidine-4-carbonitrile;SCHEMBL2529921;Tert-butyl 4-cyano-4-phenyl-piperidine-1-carboxylate;DTXSID10443843;QZJPNISMAWIZOO-UHFFFAOYSA-N;MFCD09056769;AKOS027390882;MB06948;SY252931;CS-0272817;FT-0720150;C77935;EN300-154647;A809901;Tert-butyl 4-cyano-4-phenyl-1-piperidinecarboxylate, AldrichCPR

Chemical Property of Tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate

Chemical Property:

• PSA: 53.33000
• LogP: 3.41678
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 286.168127949
• Heavy Atom Count: 21
• Complexity: 416

Purity/Quality:

98%min ^*data from raw suppliers

1-Boc-4-cyano-4-phenylpiperidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)(C#N)C2=CC=CC=C2

Technology Process of Tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate

There total 7 articles about Tert-butyl 4-cyano-4-phenylpiperidine-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: 100.0%

4-phenyl-4-cyanopiperidine (40481-13-8) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate (158144-79-7)

Guidance literature:

With triethylamine; In dichloromethane; at 23 ℃; for 2h;

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-cyano-4-phenylpiperidine hydrochloride (51304-58-6) → tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate (158144-79-7)

Guidance literature:

With triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1021/jm980376b

Reference yield: 99.0%

tert-butyldicarbonate (34619-03-9) + 4-cyano-4-phenylpiperidine hydrochloride (51304-58-6) → tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate (158144-79-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

upstream raw materials:

4-phenyl-4-cyanopiperidine

di-tert-butyl dicarbonate

4-cyano-4-phenylpiperidine hydrochloride

phenylacetonitrile

Downstream raw materials:

N-((1-(4-chloro-3-sulfamoylbenzoyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide hydrochloride

N-((1-(1-aminocyclopropanecarbonyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide hydrochloride

N-((1-(2-(dimethylamino)acetyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide hydrochloride

3-fluoro-N-((1-(2-hydroxy-2-methylpropyl)-4-phenylpiperidin-4-yl)methyl)-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide hydrochloride

Refernces

• 1、 -. "COMPOUNDS, COMPOSITIONS, AND METHODS OF USE". Paragraph 0475. . Retrieved 2020/12/11.
• 2、 -. "A nitrogen-containing heterocyclic phenyl piperidine compound and its preparation method and application". Paragraph 0065-0068. . Retrieved 2017/09/01.