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

Base Information

Chemical Name:tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-formylpyrrolidine-1-carboxylate
CAS No.:937814-45-4
Molecular Formula:C₁₆H₁₉F₂NO₃
Molecular Weight:311.329
Hs Code.:

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

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Chemical Property of tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-formylpyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-formylpyrrolidine-1-carboxylate

There total 10 articles about tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-formylpyrrolidine-1-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:

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

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

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 / 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

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:

: 937814-44-3
(2S,5R)-2-(3,4-difluorophenyl)-5-hydroxymethyl-pyrrolidine-1-carboxylic acid t-butyl ester

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

Guidance literature:: (2S,5R)-2-(3,4-difluorophenyl)-5-hydroxymethyl-pyrrolidine-1-carboxylic acid t-butyl ester; With oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; at -78 ℃; for 0.75h;

With triethylamine; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

Reference yield:

: 5927-18-4
trimethyl phosphonoacetate

: 937814-43-2
tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-[(E)-2-methoxycarbonylvinyl]pyrrolidine-1-carboxylate

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

Guidance literature:: trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 1h;

tert-butyl (2S,5R)-2-(3,4-difluorophenyl)-5-[(E)-2-methoxycarbonylvinyl]pyrrolidine-1-carboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 13h;