4-(Chlorocarbonyl)-1-piperidinecarboxylic acid methyl ester

Base Information

• Chemical Name: 4-(Chlorocarbonyl)-1-piperidinecarboxylic acid methyl ester
• CAS No.: 197585-43-6
• Molecular Formula: C₈H₁₂ClNO₃
• Molecular Weight: 205.641
• DSSTox Substance ID: DTXSID90448417
• Mol file: 197585-43-6.mol

Synonyms:197585-43-6;Methyl 4-carbonochloridoylpiperidine-1-carboxylate;4-(CHLOROCARBONYL)-1-PIPERIDINECARBOXYLIC ACID METHYL ESTER;4-(Chlorocarbonyl)-1-Piperidinecarboxylic Acid;1-Piperidinecarboxylic acid, 4-(chlorocarbonyl)-, methyl ester (9CI);SCHEMBL3065995;DTXSID90448417;FT-0734250;Methyl 4-(chlorocarbonyl)piperidine-1-carboxylate

Chemical Property of 4-(Chlorocarbonyl)-1-piperidinecarboxylic acid methyl ester

Chemical Property:

• PSA: 46.61000
• LogP: 1.16810
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.0505709
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)N1CCC(CC1)C(=O)Cl

Technology Process of 4-(Chlorocarbonyl)-1-piperidinecarboxylic acid methyl ester

There total 1 articles about 4-(Chlorocarbonyl)-1-piperidinecarboxylic acid methyl ester 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: 83.0%

1-(methoxycarbonyl)piperidine-4-carboxylic acid (197585-42-5) → 1-methoxycarbonyl-4-piperidinecarboxylic acid chloride (197585-43-6)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 85 ℃; for 0.333333h;

DOI:10.1021/jm020027o

Reference yield:

1-methoxycarbonyl-4-piperidinecarboxylic acid chloride (197585-43-6) → ethyl 3-(1-methoxycarbonyl-4-piperidyl)-3-oxo-2-(2-phenylethyl)propionate (439944-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Et₃N; MgCl₂ / ethyl acetate / 20 °C

2: 64 percent / NaOEt / ethanol / 16 h / 80 °C

With sodium ethanolate; triethylamine; magnesium chloride; In ethanol; ethyl acetate;

DOI:10.1021/jm020027o

Reference yield:

1-methoxycarbonyl-4-piperidinecarboxylic acid chloride (197585-43-6) → 5-(1-methoxycarbonyl-4-piperidyl)-4-(3-phenylpropyl)-3-isoxazolol (439944-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 65 percent / Et₃N; MgCl₂ / ethyl acetate / 20 °C

2.1: 68 percent / NaOEt / ethanol / 16 h / 80 °C

3.1: NH₂OH*HCl; aq. NaOH / methanol / 2 h / -30 °C

3.2: 49 percent / aq. HCl / methanol / 2 h / 80 °C

With sodium hydroxide; hydroxylamine hydrochloride; sodium ethanolate; triethylamine; magnesium chloride; In methanol; ethanol; ethyl acetate;

DOI:10.1021/jm020027o

upstream raw materials:

1-(methoxycarbonyl)piperidine-4-carboxylic acid

Downstream raw materials:

5-(1-methoxycarbonyl-4-piperidyl)-4-methyl-3-isoxazolol

4-benzyl-5-(1-methoxycarbonyl-4-piperidyl)-3-isoxazolol

methyl 2-benzyl-3-(1-methoxycarbonyl-4-piperidyl)-3-oxopropionate

5-(1-methoxycarbonyl-4-piperidyl)-4-(2-phenylethyl)-3-isoxazolol