Benzyl 2-oxopiperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 2-oxopiperidine-1-carboxylate
• CAS No.: 106412-35-5
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Hs Code.: 2933599590
• DSSTox Substance ID: DTXSID00455096
• Nikkaji Number: J1.143.117H
• Wikidata: Q82276956
• Mol file: 106412-35-5.mol

Synonyms:Benzyl 2-oxopiperidine-1-carboxylate;106412-35-5;N-Cbz-2-piperidinone;1-Z-2-Piperidone, 95%;SCHEMBL520364;N-(benzyloxycarbonyl)piperidone;DTXSID00455096;LKGMGCSFOUSKCR-UHFFFAOYSA-N;1-(Benzyloxycarbonyl)-2-piperidone;AMY20740;MFCD09908205;AKOS015890735;FT-0766133;A50795

Chemical Property of Benzyl 2-oxopiperidine-1-carboxylate

Chemical Property:

• Refractive Index: n20/D1.544
• Flash Point: >110℃
• PSA: 46.61000
• Density: 1.194 g/mL at 25 °C
• LogP: 2.27360
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 284

Purity/Quality:

98%min ^*data from raw suppliers

1-Z-2-Piperidone 95% ^*data from reagent suppliers

Safty Information:

• Statements: 52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(=O)C1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 2-oxopiperidine-1-carboxylate

There total 3 articles about Benzyl 2-oxopiperidine-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: 89.0%

piperidin-2-one (675-20-7) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-2-piperidone (106412-35-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃; for 5h;

DOI:10.1055/s-2002-20450

Reference yield: 70.0%

→ N-benzyloxycarbonyl-2-piperidone (106412-35-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

In tetrahydrofuran; at 20 ℃; for 10h;

Reference yield: 30.0%

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → 5-(N-benzyloxycarbonylamino)pentanoic acid (23135-50-4) + N-benzyloxycarbonyl-2-piperidone (106412-35-5)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; acetonitrile; for 3h; pH=3;

upstream raw materials:

piperidin-2-one

benzyl chloroformate

N₆-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

benzyl 2-hydroxypiperidine-1-carboxylate

6-trifluoroomethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

benzyl 5-oxo-6-(phenylsulfonyl)hexylcarbamate

benzyl pentanoate

Refernces

• 1、 -. "PIPERIDINYL-METHYL-PURINEAMINES AS NSD2 INHIBITORS AND ANTI-CANCER AGENTS". Page/Page column 58. . Retrieved 2021/02/19.
• 2、 De Simone, Filippo,Saget, Tanguy,Benfatti, Fides,Almeida, Sofia,Waser, Jerome. "Formal homo-nazarov and other cyclization reactions of activated cyclopropanes". supporting information; experimental part. p. 14527 - 14538. Retrieved 2012/02/04.