1-Benzyl 4-methyl piperidine-1,4-dicarboxylate

Base Information

• Chemical Name: 1-Benzyl 4-methyl piperidine-1,4-dicarboxylate
• CAS No.: 138163-07-2
• Molecular Formula: C15H19NO5
• Molecular Weight: 277.32
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10363719
• Wikidata: Q72516430
• Mol file: 138163-07-2.mol

Synonyms:138163-07-2;1-benzyl 4-methyl piperidine-1,4-dicarboxylate;N-Cbz-4-piperidinecarboxylic acid methyl ester;METHYL 1-CBZ-PIPERIDINE-4-CARBOXYLATE;1,4-Piperidinedicarboxylic acid, 4-methyl 1-(phenylmethyl) ester;1-O-benzyl 4-O-methyl piperidine-1,4-dicarboxylate;Piperidine-1,4-dicarboxylic acid 1-benzyl ester 4-methyl ester;MFCD06203777;Methyl 1-Cbz-Isonipecotate;Methyl-N-CBZ-piperidine-4-carboxylate;Benzyl Methyl Piperidine-1,4-dicarboxylate;SCHEMBL485156;DTXSID10363719;AB6239;Methyl N-Cbz-4-Piperidinecarboxylate;1,4-PIPERIDINEDICARBOXYLIC ACID 4-METHYL 1-(PHENYLMETHYL) ESTER;AKOS008934847;PB20141;AS-11235;SY005979;A2978;AM20020456;CS-0052615;FT-0655834;1-benzyl4-methylpiperidine-1,4-dicarboxylate;ETHYL10-METHYL-9-PHENANTHRENECARBOXYLATE;J-523533;Methyl 1-(benzyloxycarbonyl)piperidine-4-carboxylate;1-benzyloxycarbonyl-piperidine-4-carboxylic acid methyl ester

Chemical Property of 1-Benzyl 4-methyl piperidine-1,4-dicarboxylate

Chemical Property:

• Vapor Pressure: 2.65E-06mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 493.8 °C at 760 mmHg
• PKA: -2.34±0.40(Predicted)
• Flash Point: 252.4 °C
• PSA: 55.84000
• Density: 1.27 g/cm³
• LogP: 2.14610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 277.13140809
• Heavy Atom Count: 20
• Complexity: 331

Purity/Quality:

98%, ^*data from raw suppliers

1-Benzyl4-Methylpiperidine-1,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCN(CC1)C(=O)OCC2=CC=CC=C2

Technology Process of 1-Benzyl 4-methyl piperidine-1,4-dicarboxylate

There total 10 articles about 1-Benzyl 4-methyl piperidine-1,4-dicarboxylate 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: 93.0%

methanol (67-56-1) + 1-benzyloxycarbonylpiperidine-4-carboxylic acid (10314-98-4) → piperidine-1,4-dicarboxylic acid 1-benzyl ester 4-methyl ester (138163-07-2)

Guidance literature:

methanol; 1-benzyloxycarbonylpiperidine-4-carboxylic acid; sulfuric acid; for 5h; Heating / reflux;

With sodium hydrogencarbonate; In water;

Reference yield: 89.0%

methanol (67-56-1) + benzyl 4-(1-bromo-2,2-dimethylpropylidene)piperidine-1-carboxylate → piperidine-1,4-dicarboxylic acid 1-benzyl ester 4-methyl ester (138163-07-2)

Guidance literature:

With triethylsilane; cyclohexa-1,4-diene; oxygen; cobalt acetylacetonate; In nonane; at 24 ℃; under 760.051 Torr; Reagent/catalyst;

DOI:10.1021/acs.joc.6b01709

Reference yield: 85.0%

methyl piperidine-4-carboxylate hydrochloride (7462-86-4) + benzyl chloroformate (501-53-1,94274-21-2) → piperidine-1,4-dicarboxylic acid 1-benzyl ester 4-methyl ester (138163-07-2)

Guidance literature:

methyl piperidine-4-carboxylate hydrochloride; With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 5 ℃;

benzyl chloroformate; In 1,4-dioxane; water; at 0 - 20 ℃; for 24h;

upstream raw materials:

diazomethane

1-benzyloxycarbonylpiperidine-4-carboxylic acid

isonipecotic acid methyl ester

benzyl chloroformate

Downstream raw materials:

benzyl 4-(hydrazinylcarbonyl)piperidine-1-carboxylate

benzyl 4-(2-methoxypropan-2-yl)piperidine-1-carboxylate

1-(benzyloxycarbonyl)-4-(1-hydroxy-1-methylethyl)piperidine

Refernces

• 1、 -. "POTENT NON-UREA INHIBITORS OF SOLUBLE EPOXIDE HYDROLASE". Paragraph 0085; 0123. . Retrieved 2016/08/03.
• 2、 -. "Substituted Disulfonamide Compounds". Page/Page column 31. . Retrieved 2010/06/22.