(2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate
CAS No.:1356352-22-1
Molecular Formula:C₂₉H₃₀F₂N₂O₄
Molecular Weight:508.565
Hs Code.:

Synonyms:(2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate

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Chemical Property of (2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate

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Technology Process of (2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate

There total 6 articles about (2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-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: 80.0%

: 959583-52-9
(2S,4R)-1-(tert-butoxycarbonyl)-4-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid

: 36160-82-4
4-(4-fluorophenoxy)aniline

: 1356352-22-1
(2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1021/jm201533b

Reference yield:

: di-tertbutyl (2S,4R)-4-(4-fluorobenzyl)pyrrolidine-1,2-dicarboxylate

: 1356352-22-1
(2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; acetonitrile / 24 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

With N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm201533b

Reference yield:

: 1356352-04-9
C₂₁H₂₈FNO₅

: 1356352-22-1
(2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

1.2: 0.33 h / 0 °C

1.3: 2.5 h / -78 °C

2.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; acetonitrile / 24 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

With lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm201533b