Methyl 4-amino-1-methylpiperidine-4-carboxylate

Base Information

• Chemical Name: Methyl 4-amino-1-methylpiperidine-4-carboxylate
• CAS No.: 228252-34-4
• Molecular Formula: C₈H₁₆N₂O₂
• Molecular Weight: 172.227
• DSSTox Substance ID: DTXSID50595678
• Mol file: 228252-34-4.mol

Synonyms:228252-34-4;methyl 4-amino-1-methylpiperidine-4-carboxylate;4-Amino-1-methyl-4-piperidinecarboxylic acid methyl ester;4-AMINO-1-METHYL-PIPERIDINE-4-CARBOXYLIC ACID METHYL ESTER;methyl 4-amino-1-methyl-4-piperidinecarboxylate;SCHEMBL1693046;DTXSID50595678;HXFIAESZRPPCQF-UHFFFAOYSA-N;MFCD08456972;AKOS010011611;SB42503;AS-30295;DA-07902;CS-0450123;methyl4-amino-1-methylpiperidine-4-carboxylate;EN300-1069586;A1-00446

Chemical Property of Methyl 4-amino-1-methylpiperidine-4-carboxylate

Chemical Property:

• PSA: 55.56000
• LogP: 0.22070
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 172.121177757
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

95%-98% ^*data from raw suppliers

Methyl4-amino-1-methylpiperidine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)(C(=O)OC)N

Technology Process of Methyl 4-amino-1-methylpiperidine-4-carboxylate

There total 4 articles about Methyl 4-amino-1-methylpiperidine-4-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:

1-Methyl-4-piperidone (1445-73-4) → methyl 4-amino-1-methyl-4-piperidinecarboxylate (228252-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium chloride; ammonium hydroxide / isopropyl alcohol / 20 °C / Inert atmosphere

2: hydrogenchloride; water / 1,4-dioxane / 8 h / Inert atmosphere; Reflux

3: thionyl chloride / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; ammonium hydroxide; thionyl chloride; water; ammonium chloride; In 1,4-dioxane; isopropyl alcohol;

DOI:10.1021/acscombsci.6b00005

Reference yield:

4-amino-1-methyl-piperidine 4-carbonitrile (123194-00-3) → methyl 4-amino-1-methyl-4-piperidinecarboxylate (228252-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / 1,4-dioxane / 8 h / Inert atmosphere; Reflux

2: thionyl chloride / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; thionyl chloride; water; In 1,4-dioxane;

DOI:10.1021/acscombsci.6b00005

Reference yield:

methanol (67-56-1) + 4-amino-1-methyl-4-piperidinecarboxylic acid (15580-66-2) → methyl 4-amino-1-methyl-4-piperidinecarboxylate (228252-34-4)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acscombsci.6b00005

upstream raw materials:

methanol

1-Methyl-4-piperidone

4-amino-1-methyl-4-piperidinecarboxylic acid

4-amino-1-methyl-piperidine 4-carbonitrile

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