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

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Chemical Name:(2S,5R)-2-(4-fluorophenyl)-5-((R)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester
CAS No.:1050392-85-2
Molecular Formula:C₁₇H₂₄FNO₃
Molecular Weight:309.381
Hs Code.:

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

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

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

There total 7 articles about (2S,5R)-2-(4-fluorophenyl)-5-((R)-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

: 1050392-85-2
(2S,5R)-2-(4-fluorophenyl)-5-((R)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: Multi-step reaction with 7 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 / 2 h / 20 °C

3.2: 20 h / 20 °C

4.1: triethylamine / N,N-dimethyl-formamide / 13 h / 20 °C

5.1: lithium borohydride / acetic acid / 14.5 h / 0 - 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.58 h / -78 °C

6.2: 0.5 h / -78 - 20 °C

7.1: tetrahydrofuran / 1 h / -78 °C

With hydrogenchloride; lithium borohydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; dmap; In tetrahydrofuran; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: (2S,5R)-2-(4-fluorophenyl)-5-formylpyrrolidine-1-carboxylic acid tert-butyl ester

: 75-16-1
methylmagnesium bromide

: 1050392-85-2
(2S,5R)-2-(4-fluorophenyl)-5-((R)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

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

Guidance literature:: (2S,5R)-2-(4-fluorophenyl)-5-formylpyrrolidine-1-carboxylic acid tert-butyl ester; methylmagnesium bromide; In tetrahydrofuran; at -78 ℃; for 1h;

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

Reference yield:

: 1050392-42-1
(2R,5S)-5-(4-fluorophenyl)pyrrolidine-2-carboxylic acid ethyl ester

: 1050392-85-2
(2S,5R)-2-(4-fluorophenyl)-5-((R)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / N,N-dimethyl-formamide / 13 h / 20 °C

2.1: lithium borohydride / acetic acid / 14.5 h / 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.58 h / -78 °C

3.2: 0.5 h / -78 - 20 °C

4.1: tetrahydrofuran / 1 h / -78 °C

With lithium borohydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide;