1-(Tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid

Base Information

• Chemical Name: 1-(Tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid
• CAS No.: 170284-71-6
• Molecular Formula: C18H24ClNO4
• Molecular Weight: 353.846
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID40596977
• Wikidata: Q82492419
• Mol file: 170284-71-6.mol

Synonyms:170284-71-6;1-(tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid;1-Boc-4-(4-chlorobenzyl)-4-carboxypiperidine;4-[(4-chlorophenyl)methyl]-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-4-carboxylic acid;N-BOC-4-(4'-CHLORO) BENZYL-4-PIPERIDINE CARBOXYLIC ACID;1-(tert-Butoxycarbonyl)-4-[(4-chlorophenyl)methyl]piperidine-4-carboxylic acid;MRYZLPQGWRXSTE-UHFFFAOYSA-N;F2147-1150;SCHEMBL1003393;DTXSID40596977;VGA28471;AKOS026715448;AB91557;KS-8677;DB-031504;DB-363027;CS-0448098;C77962;1-Boc-4-(4-chlorobenzyl)Piperidine-4-Carboxylic Acid;N-Boc-4-(4'-chloro)benzyl-4-piperidine carboxylic acid;1-(tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylicacid;4-(4-chloro-benzyl)-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester;4-(4-Chlorobenzyl)piperidine-1,4-dicarboxylic acid mono-tert-butyl ester

Chemical Property of 1-(Tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid

Chemical Property:

• Boiling Point: 480.8±35.0 °C(Predicted)
• PKA: 4.39±0.20(Predicted)
• PSA: 66.84000
• Density: 1.238±0.06 g/cm3(Predicted)
• LogP: 3.92230
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 353.1393859
• Heavy Atom Count: 24
• Complexity: 458

Purity/Quality:

97% ^*data from raw suppliers

1-(tert-Butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylicacid 97% ^*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)(CC2=CC=C(C=C2)Cl)C(=O)O
• Uses: 1-(tert-Butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid is used as a reactant in the preparation of piperidinyl pyrrolopyrimidines as protein kinase B inhibitors.

Technology Process of 1-(Tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid

There total 9 articles about 1-(Tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid 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-(4-chlorobenzyl)piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester (885500-37-8) → 1-(tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid (170284-71-6)

Guidance literature:

4-(4-chlorobenzyl)piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester; With methanol; lithium hydroxide; water; In 1,4-dioxane; at 50 ℃; for 48h;

With hydrogenchloride; In 1,4-dioxane; methanol; water; pH=6;

Reference yield: 98.0%

1-(tert-butoxycarbonyl) 4-ethyl 4-(4-chlorobenzyl)piperidine-4-carboxylate (174605-91-5) → 1-(tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid (170284-71-6)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; methanol; for 48h; Reflux;

DOI:10.1016/j.ejmech.2020.112754

Reference yield: 95.0%

1-tert-butyl 4-ethyl 4-(4-chloromethylphenyl)piperidine-1,4-dicarboxylate → 1-(tert-butoxycarbonyl)-4-(4-chlorobenzyl)piperidine-4-carboxylic acid (170284-71-6)

Guidance literature:

1-tert-butyl 4-ethyl 4-(4-chloromethylphenyl)piperidine-1,4-dicarboxylate; With potassium hydroxide; In methanol; for 17h; Reflux;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1124/mol.114.095588

upstream raw materials:

4-(4-chlorobenzyl)piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester

di-tert-butyl dicarbonate

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

(4-(4-chlorophenyl)piperidin-4-yl)amine

tert-butyl 4-acetyl-4-(4-chlorobenzyl)piperidine-1-carboxylate

Refernces

• 1、 Stevaert, Annelies,Nurra, Salvatore,Pala, Nicolino,Carcelli, Mauro,Rogolino, Dominga,Shepard, Caitlin,Domaoal, Robert A.,Kim, Baek,Alfonso-Prieto, Mercedes,Marras, Salvatore A.E.,Sechi, Mario,Naesens, Lieve. "An integrated biological approach to guide the development of metal-chelating inhibitors of influenza virus PA endonuclease". supporting information. p. 323 - 337. Retrieved 2015/03/04.
• 2、 -. "PHARMACEUTICAL COMPOUNDS". Page/Page column 125. . Retrieved 2008/06/13.