3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

Base Information

Chemical Name:3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester
CAS No.:472985-81-2
Molecular Formula:C₁₅H₁₇FN₂O₃
Molecular Weight:292.31
Hs Code.:

3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1<i>H</i>-pyrrole-2-carboxylic acid ethyl ester

Synonyms:3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

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Chemical Property of 3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

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Technology Process of 3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

There total 8 articles about 3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl 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:

: 472985-80-1
ethyl 3-amino-4-[1-(2-fluorophenyl)-2-(R)-(triphenylmethoxy)ethyl]-2-1H-pyrrole-2-carboxylate

: 472985-81-2
3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

Guidance literature:: With hydrogenchloride; In ethanol; at 20 - 45 ℃; for 16h;
DOI:10.1021/jo020256i

Reference yield:

: 451-82-1
(2-fluorophenyl)acetic acid

: 472985-81-2
3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 75 percent / triethylamine; pivaloyl chloride / toluene / 5 h / 80 - 85 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -8 - 0 °C

2.2: 80 percent / tetrahydrofuran / 4.5 h / -20 - -15 °C

3.1: sodium borohydride / tetrahydrofuran; H₂O / 1 h / 20 - 25 °C

4.1: 36.0 g / trifluoroacetic acid / toluene / 4 h / 111 - 113 °C

5.1: LDA / tetrahydrofuran; heptane / 0.25 h / -10 - -5 °C

5.2: tetrahydrofuran; heptane / 0.5 h / -10 - -5 °C

6.1: sodium acetate / ethanol / 72 h / 20 - 25 °C

7.1: 70.49 g / sodium ethoxide / ethanol / 14 h / 10 - 25 °C

8.1: concentrated HCl / ethanol / 16 h / 20 - 45 °C

With hydrogenchloride; sodium tetrahydroborate; sodium ethanolate; sodium acetate; pivaloyl chloride; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; water; toluene;
DOI:10.1021/jo020256i

Reference yield:

: 214492-06-5
2-fluoro-(β-(R)-hydroxymethyl)benzenepropionitrile

: 472985-81-2
3-amino-4-[1-(2-fluoro-phenyl)-2-hydroxy-ethyl]-1H-pyrrole-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 36.0 g / trifluoroacetic acid / toluene / 4 h / 111 - 113 °C

2.1: LDA / tetrahydrofuran; heptane / 0.25 h / -10 - -5 °C

2.2: tetrahydrofuran; heptane / 0.5 h / -10 - -5 °C

3.1: sodium acetate / ethanol / 72 h / 20 - 25 °C

4.1: 70.49 g / sodium ethoxide / ethanol / 14 h / 10 - 25 °C

5.1: concentrated HCl / ethanol / 16 h / 20 - 45 °C

With hydrogenchloride; sodium ethanolate; sodium acetate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; toluene;
DOI:10.1021/jo020256i