(2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

Base Information

Chemical Name:(2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester
CAS No.:1050394-18-7
Molecular Formula:C₁₇H₂₃F₂NO₃
Molecular Weight:327.371
Hs Code.:

Synonyms:(2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

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Chemical Property of (2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

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Technology Process of (2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

There total 9 articles about (2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester 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:

: 68766-96-1
ethyl (R)-2-pyrrolidone-5-carboxylate

: 1050394-18-7
(2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / dmap / tetrahydrofuran / 5 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: tetrahydrofuran / 1 h / -40 °C

3.1: hydrogenchloride / ethyl acetate / 3 h / 20 °C

4.1: hydrogen / palladium 10% on activated carbon / ethanol / 31 h / 20 °C

5.1: triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C

5.2: 0.33 h / 20 °C

6.1: lithium borohydride / tetrahydrofuran / 13.5 h / 0 - 20 °C

7.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran / 0.75 h / -78 °C

7.2: 1 h / -78 - 20 °C

8.1: tetrahydrofuran / 1 h / -78 °C

With hydrogenchloride; lithium borohydride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; dmap; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 937814-45-4
tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-formylpyrrolidine-1-carboxylate

: 75-16-1
methylmagnesium bromide

: 1050394-18-7
(2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

: 1050394-16-5
(2S,5R)-2-(3,4-difluorophenyl)-5-((R)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-formylpyrrolidine-1-carboxylate; methylmagnesium bromide; In tetrahydrofuran; at -78 ℃; for 1h;

With water; ammonium chloride; In tetrahydrofuran; ethyl acetate;

Reference yield:

: 1050393-98-0
(R)-5-(3,4-difluorophenyl)-3,4-dihydro-2H-pyrrole-2-carboxylic acid ethyl ester

: 1050394-18-7
(2S,5R)-2-(3,4-difluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol / 31 h / 20 °C

2.1: triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C

2.2: 0.33 h / 20 °C

3.1: lithium borohydride / tetrahydrofuran / 13.5 h / 0 - 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran / 0.75 h / -78 °C

4.2: 1 h / -78 - 20 °C

5.1: tetrahydrofuran / 1 h / -78 °C

With lithium borohydride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;