(2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

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Chemical Name:(2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine
CAS No.:1375570-92-5
Molecular Formula:C₂₂H₂₂BrNO₄
Molecular Weight:444.325
Hs Code.:

Synonyms:(2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

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Chemical Property of (2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

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Technology Process of (2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

There total 5 articles about (2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine 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: 81.0%

: 1375570-79-8
(2S,4R)-4-(acetoxy)-1-(2-phenylacetyl)proline

: 55991-66-7
1-(4-bromophenyl)-1-(trimethylsilyloxy)ethylene

: 1375570-94-7
(2S,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

: 1375570-92-5
(2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

Guidance literature:: (2S,4R)-4-(acetoxy)-1-(2-phenylacetyl)proline; With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 26 ℃; for 3h; Inert atmosphere; Irradiation;

1-(4-bromophenyl)-1-(trimethylsilyloxy)ethylene; With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1.5h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.03.109

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 1375570-92-5
(2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-toluenesulfonic acid monohydrate / toluene / Reflux

2.1: toluene / 26 °C

3.1: pyridine / 12 h / 0 - 26 °C

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h

5.1: [bis(acetoxy)iodo]benzene; iodine / dichloromethane / 3 h / 26 °C / Inert atmosphere; Irradiation

5.2: 1.5 h / 0 °C / Inert atmosphere

With pyridine; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; p-toluenesulfonic acid monohydrate; hydrogen; iodine; In dichloromethane; ethyl acetate; toluene;
DOI:10.1016/j.ejmech.2013.06.009

Reference yield:

: 99-90-1
para-bromoacetophenone

: 1375570-92-5
(2R,4R)-4-(acetoxy)-2-(2-[4-bromophenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 1.5 h / 0 - 26 °C

2.1: [bis(acetoxy)iodo]benzene; iodine / dichloromethane / 3 h / 26 °C / Inert atmosphere; Irradiation

2.2: 1.5 h / 0 °C / Inert atmosphere

With [bis(acetoxy)iodo]benzene; iodine; triethylamine; In dichloromethane;
DOI:10.1016/j.ejmech.2013.06.009