4-Cbz-aminopiperidine

Base Information

• Chemical Name: 4-Cbz-aminopiperidine
• CAS No.: 182223-54-7
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.298
• Hs Code.: 29333990
• European Community (EC) Number: 800-495-0,853-262-0
• DSSTox Substance ID: DTXSID00363849
• Wikidata: Q72515984
• Mol file: 182223-54-7.mol

Synonyms:4-Cbz-aminopiperidine;182223-54-7;4-Benzyloxycarbonylamino-piperidine;benzyl N-(piperidin-4-yl)carbamate;benzyl N-piperidin-4-ylcarbamate;BENZYL PIPERIDIN-4-YLCARBAMATE;4-(Cbz-amino)piperidine;MFCD04038571;4-(CBZ-AMINO)-PIPERIDINE;Carbamic acid, 4-piperidinyl-, phenylmethyl ester;4-Benzyloxycarbonylaminopiperidine;4-(Benzyloxycarbonylamino)piperidine;Benzyl piperidin-4-ylcarbamate;N-CBZ-4-aminepiperidin;4-(Z-amino)-piperidine;SCHEMBL7617;Benzyl 4-piperidinylcarbamate;Carbamic acid, N-4-piperidinyl-, phenylmethyl ester;Benzyl piperidin-4-yl-carbamate;DTXSID00363849;CHEBI:191071;SC3411;AKOS015911512;AC-1495;AM85322;CS-W008988;AS-18171;piperidin-4-yl-carbamic acid benzyl ester;SY030871;FT-0649335;EN300-156580;benzyl piperidin-4-ylcarbamate

Chemical Property of 4-Cbz-aminopiperidine

Chemical Property:

• Vapor Pressure: 1.73E-06mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 396.3 °C at 760 mmHg
• PKA: 12.18±0.20(Predicted)
• Flash Point: 193.475 °C
• PSA: 50.36000
• Density: 1.139 g/cm³
• LogP: 2.38450
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Dichloromethane
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 234.136827821
• Heavy Atom Count: 17
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

4-Benzyloxycarbonylaminopiperidine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1NC(=O)OCC2=CC=CC=C2
• Uses: 4-Benzyloxycarbonylaminopiperidine is an intermediate in synthesizing 7-Ethyl-10-(4-amino-1-piperidino)carbonyloxycamptothecin (E899150), a major metabolite of Irinotecan.

Technology Process of 4-Cbz-aminopiperidine

There total 6 articles about 4-Cbz-aminopiperidine 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: 99.1%

4-(benzyloxycarbonylamino)-1-(tert-butoxycarbonyl)piperidine (220394-97-8) → piperidin-4-ylcarbamic acid benzyl ester (182223-54-7)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 ℃; for 23h;

Reference yield:

benzyl 1-benzylpiperidin-4-ylcarbamate (182223-53-6) → piperidin-4-ylcarbamic acid benzyl ester (182223-54-7)

Guidance literature:

With carbonochloridic acid 1-chloro-ethyl ester; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → piperidin-4-ylcarbamic acid benzyl ester (182223-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane; water / 3 h / 20 °C / Inert atmosphere

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jm201310y

upstream raw materials:

benzyl 1-benzylpiperidin-4-ylcarbamate

4-(benzyloxycarbonylamino)-1-(tert-butoxycarbonyl)piperidine

1-(tert-butoxycarbonyl)-4-aminopiperidine

benzyl chloroformate

Downstream raw materials:

C₁₄H₂₀N₂O₄S

{1-[(2R)-2-hydroxy-2-(3-methoxy-quinolin-5-yl)-ethyl]-piperidin-4-yl}-carbamic acid benzyl ester

[1-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-yl]-carbamic acid benzyl ester

C₂₆H₃₆N₂O₉