Benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate
• CAS No.: 10314-99-5
• Molecular Formula: C14H16ClNO3
• Molecular Weight: 281.739
• Hs Code.: 2933399090
• European Community (EC) Number: 672-850-6
• DSSTox Substance ID: DTXSID00379940
• Wikidata: Q82169966
• Mol file: 10314-99-5.mol

Synonyms:10314-99-5;Benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate;Benzyl 4-(chlorocarbonyl)tetrahydro-1(2H)-pyridinecarboxylate;benzyl 4-carbonochloridoylpiperidine-1-carboxylate;1-CBZ-4-CHLOROCARBONYLPIPERIDINE;4-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester;MFCD02677707;1-benzyloxycarbonylpiperidine-4-carbonyl chloride;Benzyl 4-(Carbonochloridoyl)Piperidine-1-Carboxylate;N-Cbz-piperidine-4-carbonyl Chloride;SCHEMBL188053;DTXSID00379940;KUBUQFFBRSHOMJ-UHFFFAOYSA-N;1-Piperidinecarboxylicacid,4-(chlorocarbonyl)-,phenylmethyl ester;BCP08727;AB6166;AKOS015848522;N-Benzyloxycarbonylisonipecotyl chloride;CS-10850;SY005980;benzyl 4-(carboxy)piperidine-1-carboxylate;1-benzyloxycarbonylisonipecotic acid chloride;FT-0622803;Benzyl4-(chlorocarbonyl)piperidine-1-carboxylate;Piperidine-4-carbonyl chloride, N-CBZ protected;A800685;benzyl-4-(chlorocarbonyl)piperidine-1-carboxylate;1-(benzyloxycarbonyl)piperidin-4-ylcarbonyl chloride;W-204484;1-benzyloxycarbonyl-4-piperidinecarboxylic acid chloride;1-benzyloxycarbonylpiperidine-4-carboxylic acid chloride;Benzyl 4-(chlorocarbonyl)tetrahydro-1(2H)-pyridinecarboxylate, AldrichCPR

Chemical Property of Benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.69E-06mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 396.6 °C at 760 mmHg
• PKA: -2.51±0.40(Predicted)
• Flash Point: 193.6 °C
• PSA: 46.61000
• Density: 1.269 g/cm³
• LogP: 2.73850
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 281.0818711
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

97% ^*data from raw suppliers

Benzyl4-(Chlorocarbonyl)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1C(=O)Cl)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate

There total 8 articles about Benzyl 4-(chlorocarbonyl)piperidine-1-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: 97.0%

1-benzyloxycarbonylpiperidine-4-carboxylic acid (10314-98-4) → benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate (10314-99-5)

Guidance literature:

With thionyl chloride; In dichloromethane; for 1.5h; Heating;

DOI:10.1016/S0968-0896(98)00083-2

Reference yield:

isonipecotic acid (498-94-2) → benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate (10314-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / NaOH / H₂O / 4 h / 20 °C

2: oxalyl chloride; DMF / CH₂Cl₂ / 1 h / 20 °C

With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1016/j.bmc.2004.10.013

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate (10314-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 15 h / 20 °C

2: SOCl₂ / CH₂Cl₂ / 1 h / Heating

With thionyl chloride; In dichloromethane;

DOI:10.1016/S0960-894X(02)00060-4

upstream raw materials:

1-benzyloxycarbonylpiperidine-4-carboxylic acid

isonipecotic acid

benzyl chloroformate

isonipecotic acid methyl ester

Downstream raw materials:

N-(2-methoxyethyl)-1-<(phenylmethoxy)carbonyl>-4-piperidinecarboxamide

2-(N'-Cbz-piperidine-4-carbonyl)-N-Boc-aniline

isonipecotic acid

N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde