Tert-butyl 2-oxopiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-oxopiperidine-1-carboxylate
• CAS No.: 85908-96-9
• Molecular Formula: C10H17NO3
• Molecular Weight: 199.25
• Hs Code.: 29337900
• European Community (EC) Number: 617-775-1
• DSSTox Substance ID: DTXSID40428825
• Nikkaji Number: J687.393F
• Wikidata: Q27126776
• Mol file: 85908-96-9.mol

Synonyms:85908-96-9;N-Boc-2-piperidone;1-Boc-2-piperidone;tert-butyl 2-oxopiperidine-1-carboxylate;n-boc-piperidone;N-(tert-butoxycarbonyl)piperidin-2-one;1-N-Boc-2-piperidone;MFCD02179046;tert-Butyl 2-Oxo-1-piperidinecarboxylate;1-Piperidinecarboxylic acid, 2-oxo-, 1,1-dimethylethyl ester;Boc-piperidinone;BOC-Piperidone;N-Boc piperidone;1-Boc-piperidone;N-Boc piperidinone;N-Boc-piperidinone;1-BOC-piperidinone;1-(tert-Butoxycarbonyl)-2-piperidone;1-Boc-2-oxopiperidine;N-t-butoxycarbonylpiperidone;SCHEMBL42476;N-tert-butoxycarbonyl piperidone;N-tert-butoxycarbonylvalerolactam;N-tert-Butyloxycarbonylpiperidone;1-N-Boc-2-piperidone, 97%;CHEBI:59556;DTXSID40428825;N-(tert-butoxycarbonyl)piperidone;ULMHMJAEGZPQRY-UHFFFAOYSA-N;BCP23390;AB3494;STK505866;AKOS005146158;AC-7703;CS-W008882;GS-3288;SB42947;N-tert-butoxycarbonyl-delta-valerolactam;1-(tert-Butoxycarbonyl)piperidine-2-one;HY-40021;SY017440;AM20110234;B3788;BB 0255193;FT-0601676;EN300-67592;1-(tert-butoxycarbonyl)-1-azacyclohexan-2-one;1,1-dimethylethyl 2-oxo-1-piperidinecarboxylate;2-oxopiperidine-1-carboxylic acid tert-butyl ester;2-Oxo-1-piperidinecarboxylic Acid tert-Butyl Ester;2-Oxo-piperidine-1-carboxylic acid tert-butyl ester;W-203958;Q27126776;Z1082216808;2-Oxo-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 2-oxopiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.000334mmHg at 25°C
• Melting Point: 34-37 °C
• Refractive Index: 1.481
• Boiling Point: 319.7 °C at 760 mmHg
• PKA: -2.29±0.20(Predicted)
• Flash Point: 147.1 °C
• PSA: 46.61000
• Density: 1.099 g/cm³
• LogP: 1.87190
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.12084340
• Heavy Atom Count: 14
• Complexity: 242

Purity/Quality:

99%min ^*data from raw suppliers

1-Boc-2-piperidone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 24/25-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1=O
• Uses: Intermediate in the preparation of various biological inhibitors.

Technology Process of Tert-butyl 2-oxopiperidine-1-carboxylate

There total 14 articles about Tert-butyl 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: 99.0%

piperidin-2-one (675-20-7) + di-tert-butyl dicarbonate (24424-99-5) → 2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9)

Guidance literature:

piperidin-2-one; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at -78 ℃; for 0.5h; Further stages.;

DOI:10.1021/ja800664v

Reference yield: 93.0%

piperidone monohydrate hydrochloride + di-tert-butyl dicarbonate (24424-99-5) → 2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9)

Guidance literature:

With potassium hydrogensulfate; N-ethyl-N,N-diisopropylamine; In methanol;

Reference yield: 91.0%

piperidin-2-one (675-20-7) + tert-butyldicarbonate (34619-03-9) → 2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo100181h

upstream raw materials:

piperidin-2-one

di-tert-butyl dicarbonate

methyl iodide

tert-butyldicarbonate

Downstream raw materials:

(5-oxo-5-phenyl-pentyl)-carbamic acid tert-butyl ester

di-tert-butyl (N-(5-phenyl-5-oxopentyl)imino)dimethanoate

5-(N-tert-butyloxycarbonyl)aminopentanoic acid

tert-butyl (5-(benzylamino)-5-oxopentyl)carbamate

Refernces

• 1、 Zhang, Chen-Chen,Huo, Zhi-Peng,Tang, Mei-Lin,Liang, Yong-Xi,Sun, Xun. "TMSOTf-mediated approach to 1,3-oxazin-2-one skeleton through one-pot successive reduction-[4 + 2] cyclization process of imides with ynamides". supporting information. . Retrieved 2021/03/15.
• 2、 Tayama, Eiji,Ishikawa, Yuki. "Br?nsted Acid-Catalyzed Aza-Ferrier Reaction of N, O-Allenyl Acetals: Synthesis of β-Amino-α-methylene Aldehydes". supporting information. p. 9405 - 9414. Retrieved 2020/08/14.