Benzyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate
• CAS No.: 911298-12-9
• Molecular Formula: C14H14 F3 N O3
• Molecular Weight: 301.26100
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20582050
• Mol file: 911298-12-9.mol

Synonyms:911298-12-9;BENZYL 4-OXO-2-(TRIFLUOROMETHYL)PIPERIDINE-1-CARBOXYLATE;1-Cbz-4-oxo-2-(trifluoromethyl)piperidine;Benzyl4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate;DTXSID20582050;MFCD09952107;AKOS016845211;SB11695;AS-32897;CS-0049825;EN300-152971;A843729;J-519810;4-Oxo-2-trifluoroMethylpiperidine-1-carboxylic acid benzyl ester;(phenylmethyl) 4-oxidanylidene-2-(trifluoromethyl)piperidine-1-carboxylate;1-Piperidinecarboxylicacid,4-oxo-2-(trifluoromethyl)-,phenylmethyl ester;4-oxo-2-(trifluoromethyl)-1-piperidinecarboxylic acid (phenylmethyl) ester

Chemical Property of Benzyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate

Chemical Property:

• PSA: 46.61000
• LogP: 2.85690
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 301.09257779
• Heavy Atom Count: 21
• Complexity: 391

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-Cbz-4-oxo-2-(trifluoromethyl)piperidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(C(CC1=O)C(F)(F)F)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate

There total 2 articles about Benzyl 4-oxo-2-(trifluoromethyl)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: 95.0%

(+/-)-N-(benzyloxycarbonyl)-8-(trifluoromethyl)-1,5-dioxa-9-azaspiro[5.5]undecane (911298-11-8) → (+/-)-N-(benzyloxycarbonyl)-2-(trifluoromethyl)piperidin-4-one (911298-12-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1002/ejoc.200600157

Reference yield:

(+/-)-8-(trifluoromethyl)-1,5-dioxa-9-azaspiro[5.5]undecane (863982-49-4) → (+/-)-N-(benzyloxycarbonyl)-2-(trifluoromethyl)piperidin-4-one (911298-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / sodium carbonate / CH₂Cl₂; H₂O / 20 °C

2: 95 percent / aq. TFA / CH₂Cl₂ / 72 h / 20 °C

With sodium carbonate; trifluoroacetic acid; In dichloromethane; water;

DOI:10.1002/ejoc.200600157

Reference yield: 88.0%

(+/-)-N-(benzyloxycarbonyl)-2-(trifluoromethyl)piperidin-4-one (911298-12-9) → (2RS,4SR)-N-(benzyloxycarbonyl)-2-(trifluoromethyl)piperidin-4-ol

Guidance literature:

With methanol; sodium tetrahydroborate; at -10 ℃; for 1h;

DOI:10.1002/ejoc.200600157

upstream raw materials:

(+/-)-N-(benzyloxycarbonyl)-8-(trifluoromethyl)-1,5-dioxa-9-azaspiro[5.5]undecane

(+/-)-8-(trifluoromethyl)-1,5-dioxa-9-azaspiro[5.5]undecane

Downstream raw materials:

(2RS,4SR)-2-(trifluoromethyl)piperidin-4-ol

Refernces