2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid

Base Information

Chemical Name:2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid
CAS No.:1234387-51-9
Molecular Formula:C₂₂H₂₂BrNO₆
Molecular Weight:476.324
Hs Code.:

Synonyms:2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid

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Chemical Property of 2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid

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Technology Process of 2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid

There total 12 articles about 2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid 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: 88.0%

: 1234387-45-1
C₂₈H₃₈BrNO₅Si

: 1234387-51-9
2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid

Guidance literature:: With Jones reagent; In acetone; at 0 - 20 ℃; for 3h;
DOI:10.1002/cjoc.201300363

Reference yield:

: 405522-29-4
(3S,7aS)-7a-(4-bromophenyl)-3-phenyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

: 1234387-51-9
2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: titanium tetrachloride; triethylsilane / dichloromethane / 16 h / -78 °C

2.1: thionyl chloride / tetrahydrofuran / 2 h / 0 - 20 °C

3.1: sodium / ethanol / 4 h / 45 °C

4.1: hydrogenchloride / tetrahydrofuran; water / 3 h / Reflux

5.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 20 °C / Reflux

6.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

7.1: ozone / dichloromethane / -78 °C

7.2: -78 - 20 °C / Inert atmosphere

8.1: potassium permanganate / tert-butyl alcohol / 5 h / 20 °C / Alkaline conditions

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

10.1: Jones reagent / acetone / 3 h / 0 - 20 °C

With hydrogenchloride; triethylsilane; dmap; potassium permanganate; Jones reagent; thionyl chloride; sodium; titanium tetrachloride; sodium hydride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1002/cjoc.201300363

Reference yield:

: 405522-31-8
(R)-5-(4-bromophenyl)-1-((S)-2-hydroxy-1-phenylethyl)pyrrolidin-2-one

: 1234387-51-9
2-((3R,5R)-5-(4-bromophenyl)-3-(2-(2-methoxybenzyloxy)-2-oxoethyl)-2-oxopyrrolidin-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: thionyl chloride / tetrahydrofuran / 2 h / 0 - 20 °C

2.1: sodium / ethanol / 4 h / 45 °C

3.1: hydrogenchloride / tetrahydrofuran; water / 3 h / Reflux

4.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 20 °C / Reflux

5.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

5.2: -78 - 20 °C / Inert atmosphere

6.1: ozone / dichloromethane / -78 °C

6.2: -78 - 20 °C / Inert atmosphere

7.1: potassium permanganate / tert-butyl alcohol / 5 h / 20 °C / Alkaline conditions

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

9.1: Jones reagent / acetone / 3 h / 0 - 20 °C

With hydrogenchloride; dmap; potassium permanganate; Jones reagent; thionyl chloride; sodium; sodium hydride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1002/cjoc.201300363