N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide

Base Information

Chemical Name:N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide
CAS No.:857651-30-0
Molecular Formula:C₂₄H₂₇F₃N₂O₃
Molecular Weight:448.485
Hs Code.:

Synonyms:N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide

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Chemical Property of N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide

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Technology Process of N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide

There total 7 articles about N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide 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: 79.0%

: 857651-29-7
(2S,4R)-4-(benzyloxy)-2-isopropylpyrrolidine

: 17794-48-8
m-trifluoromethylhippuric acid

: 857651-30-0
N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 4.5h; Heating / reflux;

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 857651-30-0
N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / tetrahydrofuran / 20 °C

2.1: tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C

3.1: tetrahydrofuran / 12 h / 0 °C / Inert atmosphere

3.2: 20 °C

4.1: triethylamine / toluene / 3 h / -50 - -30 °C / Inert atmosphere

5.1: hydrogen / 5%-palladium/activated carbon / ethanol / 17 h / 2740.96 Torr

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere; Reflux

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 5%-palladium/activated carbon; In tetrahydrofuran; ethanol; dichloromethane; toluene; mineral oil;

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 857651-30-0
N-{2-[(2S,4R)-4-benzyloxy-2-isopropylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C

2.1: tetrahydrofuran / 12 h / 0 °C / Inert atmosphere

2.2: 20 °C

3.1: triethylamine / toluene / 3 h / -50 - -30 °C / Inert atmosphere

4.1: hydrogen / 5%-palladium/activated carbon / ethanol / 17 h / 2740.96 Torr

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere; Reflux

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 5%-palladium/activated carbon; In tetrahydrofuran; ethanol; dichloromethane; toluene; mineral oil;