(2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

Base Information

Chemical Name:(2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate
CAS No.:1383814-54-7
Molecular Formula:C₁₉H₂₅F₃N₂O₄
Molecular Weight:402.414
Hs Code.:

Synonyms:(2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

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Chemical Property of (2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

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Technology Process of (2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

There total 9 articles about (2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-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: 85.0%

: 622-33-3
N-benzyloxyamine

: 1383814-53-6
(2S,5S)-tert-butyl 5-hydroxy-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

: 1383814-54-7
(2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

Guidance literature:: (2S,5S)-tert-butyl 5-hydroxy-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate; With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; In acetonitrile; at -40 - -30 ℃; for 0.416667h; Inert atmosphere;

N-benzyloxyamine; In acetonitrile; at -30 - 5 ℃; for 84.5h; Product distribution / selectivity;

Reference yield:

: 622-33-3
N-benzyloxyamine

: C₁₃H₁₇F₆NO₆S

: 1383814-54-7
(2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

Guidance literature:: In acetonitrile; at 0 - 5 ℃; for 84.48h; Inert atmosphere;

Reference yield:

: 147489-30-3
(2S)-5-oxopiperidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

: 1383814-54-7
(2S,5R)-tert-butyl 5-(benzyloxyamino)-1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethanol; sodium tetrahydroborate / 0.33 h / Cooling with ice

2.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 1.5 h / 20 °C / Inert atmosphere

3.1: triethylamine / tetrahydrofuran / 1.5 h / -5 - -3 °C / Inert atmosphere

4.1: trifluoromethylsulfonic anhydride; 2,6-dimethylpyridine / acetonitrile / 0.42 h / -40 - -30 °C / Inert atmosphere

4.2: 84.5 h / -30 - 5 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; ethanol; trifluoromethylsulfonic anhydride; hydrogen; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; water; acetonitrile;