1-Boc-4-[methoxy(methyl)carbamoyl]piperidine

Base Information

• Chemical Name: 1-Boc-4-[methoxy(methyl)carbamoyl]piperidine
• CAS No.: 139290-70-3
• Molecular Formula: C13H24N2O4
• Molecular Weight: 272.345
• Hs Code.: 2933399090
• European Community (EC) Number: 821-259-3
• DSSTox Substance ID: DTXSID80453979
• Nikkaji Number: J607.851F
• Wikidata: Q72449875
• Mol file: 139290-70-3.mol

Synonyms:1,1-Dimethylethyl4-[[methyl(methoxy)amino]carbonyl]-1-piperidinecarboxylate;1-(tert-Butoxycarbonyl)piperidine-4-N-methyl-N-methoxycarboxamide;4-(N-Methoxy-N-methylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester;4-[(Methoxymethylamino)carbonyl]-1-piperidinecarboxylic acid 1,1-dimethylethylester;4-[(N-Methoxy-N-methylamino)carbonyl]-1-piperidinecarboxylic acid1,1-dimethylethyl ester;tert-Butyl4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate;tert-Butyl4-[[methoxy(methyl)amino]carbonyl]-1-piperidinecarboxylate;

Chemical Property of 1-Boc-4-[methoxy(methyl)carbamoyl]piperidine

Chemical Property:

• Appearance/Colour: Pale yellow oil
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 71.0 to 75.0 °C
• Refractive Index: 1.487
• Boiling Point: 343.797 °C at 760 mmHg
• PKA: -2.31±0.40(Predicted)
• Flash Point: 161.723 °C
• PSA: 59.08000
• Density: 1.107 g/cm³
• LogP: 1.59120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 272.17360725
• Heavy Atom Count: 19
• Complexity: 330

Purity/Quality:

98%,99%, ^*data from raw suppliers

N’-Boc-N-methoxy-N-methylpiperidine-4-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)C(=O)N(C)OC
• Uses: An intermediate in the production of IKK inhibitors, ERK inhibitors, p38 MAP kinase inhibitors and serotonin receptor antagonists

Technology Process of 1-Boc-4-[methoxy(methyl)carbamoyl]piperidine

There total 27 articles about 1-Boc-4-[methoxy(methyl)carbamoyl]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: 100.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (139290-70-3)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid; With triethylamine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 0.166667h;

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide);

With hydrogenchloride; In water;

Reference yield: 98.0%

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (142851-03-4) + N,0-dimethylhydroxylamine (1117-97-1) → tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (139290-70-3)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at -5 ℃; for 1h;

DOI:10.1021/jm000229p

Reference yield: 98.0%

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate (124443-68-1) + N,0-dimethylhydroxylamine (1117-97-1) → tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (139290-70-3)

Guidance literature:

With isopropylmagnesium bromide; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2013.06.092

upstream raw materials:

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

N,0-dimethylhydroxylamine

N,O-dimethylhydroxylamine*hydrochloride

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

Downstream raw materials:

4-acetyl-1-(t-butoxycarbonyl)piperidine

4-(quinoline-3-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester

4-(2,3-Dimethoxybenzoyl)-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

4-(4-trifluoromethoxybenzoyl)piperidine hydrochloride

Refernces

• 1、 Cardinale, Jens,Ermert, Johannes,Humpert, Sven,Coenen, Heinz H.. "Iodonium ylides for one-step, no-carrier-added radiofluorination of electron rich arenes, exemplified with 4-(([18F]fluorophenoxy)- phenylmethyl)piperidine NET and SERT ligands". . p. 17293 - 17299. Retrieved 2014.
• 2、 Cai, Qijun,Chen, Jiahui,Chen, Zhen,Fowler, Christopher J.,Gan, Jiefeng,Hou, Lu,Li, Guocong,Liang, Steven H.,Tan, Zhiqiang,Wang, Lu,Xu, Hao,Ye, Weijian,Zheng, Chao. "Synthesis and preliminary evaluation of a novel positron emission tomography (PET) ligand for imaging fatty acid amide hydrolase (FAAH)". . . Retrieved 2020.
• 3、 -. "METHODS AND COMPOSITIONS FOR TARGETING TREGS USING CCR8 INHIBITORS". Paragraph 0317-0318. . Retrieved 2022/01/12.
• 4、 -. "TRPML MODULATORS". Paragraph 0374. . Retrieved 2021/06/26.