(2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

Base Information

Chemical Name:(2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide
CAS No.:1365656-74-1
Molecular Formula:C₂₁H₂₁N₃O₃
Molecular Weight:363.416
Hs Code.:

Synonyms:(2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

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Chemical Property of (2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

Chemical Property:

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Technology Process of (2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

There total 4 articles about (2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide 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:

: C₂₁H₁₉N₃O₃

: 1365656-74-1
(2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

: 1365656-90-1
(2S,4R,5R)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

: 1365656-82-1
(2S,4S,5R)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h; Electrochemical reaction;
DOI:10.1016/j.tet.2012.01.100

Reference yield:

: 1365657-20-0
C₇H₁₄N₂O₃

: 1365656-74-1
(2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

: 1365656-90-1
(2S,4R,5R)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

: 1365656-82-1
(2S,4S,5R)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium sulfate / dichloromethane / 25 °C

2.1: chloro-trimethyl-silane; tetrabutylammonium perchlorate; triethylamine / tetrahydrofuran / 25 °C / Electrochemical reaction

2.2: 2 h / 25 °C

2.3: 1 h / 25 °C

3.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Electrochemical reaction

With sodium tetrahydroborate; chloro-trimethyl-silane; tetrabutylammonium perchlorate; magnesium sulfate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2012.01.100

Reference yield:

: 105-07-7
4-cyanobenzaldehyde

: 1365656-74-1
(2S,4S,5S)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

: 1365656-90-1
(2S,4R,5R)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

: 1365656-82-1
(2S,4S,5R)-1-benzoyl-5-(4-cyanophenyl)-4-hydroxy-N,N-dimethylpyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium sulfate / dichloromethane / 25 °C

2.1: chloro-trimethyl-silane; tetrabutylammonium perchlorate; triethylamine / tetrahydrofuran / 25 °C / Electrochemical reaction

2.2: 2 h / 25 °C

2.3: 1 h / 25 °C

3.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Electrochemical reaction

With sodium tetrahydroborate; chloro-trimethyl-silane; tetrabutylammonium perchlorate; magnesium sulfate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2012.01.100