TERT-BUTYL 2-OXO-3-(TRIFLUOROMETHYL)PIPERIDIN-3-YLCARBAMATE

Base Information

• Chemical Name: TERT-BUTYL 2-OXO-3-(TRIFLUOROMETHYL)PIPERIDIN-3-YLCARBAMATE
• CAS No.: 195196-07-7
• Molecular Formula: C11H17F3N2O3
• Molecular Weight: 282.263
• Hs Code.: 2933399090
• Mol file: 195196-07-7.mol

Synonyms:N-[2-oxo-3-(trifluoromethyl)-3-piperidinyl]carbamic acid tert-butyl ester;tert-butyl N-[2-oxidanylidene-3-(trifluoromethyl)piperidin-3-yl]carbamate;tert-Butyl 2-oxo-3-(trifluoromethyl)piperidin-3-ylcarbamate;PC2498;3-trifluoromethyl-3-(tert-butoxycarbonylamino)piperidin-2-one;

Chemical Property of TERT-BUTYL 2-OXO-3-(TRIFLUOROMETHYL)PIPERIDIN-3-YLCARBAMATE

Chemical Property:

• PSA: 74.41000
• LogP: 2.20250

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl(2-oxo-3-(trifluoromethyl)piperidin-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL 2-OXO-3-(TRIFLUOROMETHYL)PIPERIDIN-3-YLCARBAMATE

There total 4 articles about TERT-BUTYL 2-OXO-3-(TRIFLUOROMETHYL)PIPERIDIN-3-YLCARBAMATE 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: 96.0%

5-Amino-2-tert-butoxycarbonylamino-2-trifluoromethyl-pent-3-ynoic acid methyl ester (195196-02-2) → 3-trifluoromethyl-3-(tert-butoxycarbonylamino)piperidin-2-one (195196-07-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

DOI:10.1016/S0040-4039(97)01344-0

Reference yield:

methyl 2-[(tert-butoxycarbonyl)imino]-3,3,3-trifluoropropanoate (126535-89-5) → 3-trifluoromethyl-3-(tert-butoxycarbonylamino)piperidin-2-one (195196-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / tetrahydrofuran / -78 deg C to rt

2: 96 percent / H₂ / Pd/C / methanol / 24 h

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(97)01344-0

Reference yield:

methyl 2-[(tert-butoxycarbonyl)amino]-3,3,3-trifluoro-2-hydroxypropanoate (126535-83-9) → 3-trifluoromethyl-3-(tert-butoxycarbonylamino)piperidin-2-one (195196-07-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoromethylsulfonic anhydride; pyridine / diethyl ether / 1.5 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: 16.5 h / -78 - 20 °C

3.1: hydrogen; 10% palladium hydroxide on charcoal / methanol / 48 h / 20 °C / 2068.65 Torr

With pyridine; n-butyllithium; trifluoromethylsulfonic anhydride; 10% palladium hydroxide on charcoal; hydrogen; In tetrahydrofuran; methanol; diethyl ether; hexane;

upstream raw materials:

5-Amino-2-tert-butoxycarbonylamino-2-trifluoromethyl-pent-3-ynoic acid methyl ester

methyl 2-[(tert-butoxycarbonyl)imino]-3,3,3-trifluoropropanoate

methyl 2-[(tert-butoxycarbonyl)amino]-3,3,3-trifluoro-2-hydroxypropanoate

tert-butyl carbazate

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