Tert-butyl 4-piperidin-1-ylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-piperidin-1-ylpiperidine-1-carboxylate
• CAS No.: 125541-12-0
• Molecular Formula: C15H28 N2 O2
• Molecular Weight: 268.4
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70561794
• Nikkaji Number: J305.986C
• Wikidata: Q82445661
• Mol file: 125541-12-0.mol

Synonyms:125541-12-0;tert-Butyl 1,4'-Bipiperidine-1'-carboxylate;[1,4'-Bipiperidine]-1'-carbonyl-1'-carboxylic Acid tert-Butyl Ester;tert-butyl 4-piperidin-1-ylpiperidine-1-carboxylate;tert-Butyl [1,4'-bipiperidine]-1'-carboxylate;SCHEMBL5514832;DTXSID70561794;ZOUFAXNJXMEHBE-UHFFFAOYSA-N;AKOS013099822;TS-03512;CS-0338254;1'-tert-Butoxycarbonyl-[1,4']-Bipiperidine;A811282;4-(1-piperidinyl)-1-piperidinecarboxylic acid tert-butyl ester;[1,4''-Bipiperidine]-1''-carboxylic acid 1,1-dimethylethylester;[1,4'-Bipiperidine]-1'-carbonyl-1'-carboxylicAcidtert-ButylEster

Chemical Property of Tert-butyl 4-piperidin-1-ylpiperidine-1-carboxylate

Chemical Property:

• PSA: 32.78000
• LogP: 2.74760
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 268.215078140
• Heavy Atom Count: 19
• Complexity: 298

Purity/Quality:

97% ^*data from raw suppliers

[1,4''-Bipiperidine]-1''-carbonyl-1''-carboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)N2CCCCC2
• Uses: [1,4'-Bipiperidine]-1'-carbonyl-1'-carboxylic Acid tert-Butyl Ester can be used in the preparation of inhibitors for treatment of neurodegenerative diseases.

Technology Process of Tert-butyl 4-piperidin-1-ylpiperidine-1-carboxylate

There total 8 articles about Tert-butyl 4-piperidin-1-ylpiperidine-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: 78.0%

piperidine (110-89-4) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 1,4’-bipiperidine-1’-carboxylate (125541-12-0)

Guidance literature:

With titanium(IV) isopropylate; sodium tetrahydroborate; a) 1 h, room temperature, b) ethanol, 20 h;

DOI:10.1021/jo00295a060

Reference yield:

4-piperidinopiperidin (4897-50-1) + formic acid (64-18-6) + C19H23N3O5 (1608129-77-6) → [1,4']bipiperidinyl-1'-carboxylic acid [5-(4-methoxyphenyl)-2H-pyrazol-3-yl]amide formate salt + tert-butyl 1,4’-bipiperidine-1’-carboxylate (125541-12-0)

Guidance literature:

4-piperidinopiperidin; C₁₉H₂₃N₃O₅; In 1,4-dioxane; at 60 ℃; for 6h;

formic acid; In water; acetonitrile; for 0.166667h;

DOI:10.1016/j.ejmech.2014.03.031

Reference yield:

4-piperidinopiperidin (4897-50-1) + formic acid (64-18-6) + C19H21F2N3O5 (1608129-78-7) → [1,4']bipiperidinyl-1'-carboxylic acid [5-(2-difluoromethoxyphenyl)-2H-pyrazol-3-yl]amide formate salt + tert-butyl 1,4’-bipiperidine-1’-carboxylate (125541-12-0)

Guidance literature:

4-piperidinopiperidin; C₁₉H₂₁F₂N₃O₅; In 1,4-dioxane; at 60 ℃; for 6h;

formic acid; In water; acetonitrile; for 0.166667h;

DOI:10.1016/j.ejmech.2014.03.031

upstream raw materials:

piperidine

N-tert-butyloxycarbonylpiperidin-4-one

5-amino-3-(4-methoxyphenyl)pyrazole-1-carboxylic acid tert-butyl ester

4-piperidinopiperidin

Downstream raw materials:

1,4'-bipiperidine hydrochloride

Refernces

• 1、 Munoz, Lenka,Kavanagh, Madeline E.,Phoa, Athena F.,Heng, Benjamin,Dzamko, Nicolas,Chen, Ew-Jun,Doddareddy, Munikumar Reddy,Guillemin, Gilles J.,Kassiou, Michael. "Optimisation of LRRK2 inhibitors and assessment of functional efficacy in cell-based models of neuroinflammation". supporting information. p. 29 - 34. Retrieved 2015/03/30.
• 2、 Mattson, Ronald J.,Pham, Kahnie M.,Leuck, David J.,Cowen, Kenneth A.. "An Improved Method for Reductive Alkylation of Amines Using Titanium(IV) Isopropoxide and Sodium Cyanoborohydride". . p. 2552 - 2554. Retrieved 2007/10/02.